RGB-286638   

GtoPdb Ligand ID: 7744

Synonyms: RGB 286638 | RGB286638
Compound class: Synthetic organic
Comment: RGB-286638 is a multi-targeted kinase inhibitor. It inhibits transcriptional-type CDKs (cyclin dependent kinases) such as CDK9, to achieve an anti-multiple myeloma effect which is independent of p53 status [1], providing a proof of concept which could lead to the development of compounds with activity in p53 deleted multiple myeloma.
A Phase I safety and tolerability study, NCT01168882, was withdrawn from ClinicalTrials.gov (2012), although results of this study have been published.[2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 115.06
Molecular weight 545.28
XLogP 1.53
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COCCN1CCN(CC1)Cc1ccc(cc1)c1n[nH]c2c1C(=O)c1c2cccc1NC(=O)NN1CCOCC1
Isomeric SMILES COCCN1CCN(CC1)Cc1ccc(cc1)c1n[nH]c2c1C(=O)c1c2cccc1NC(=O)NN1CCOCC1
InChI InChI=1S/C29H35N7O4/c1-39-16-13-34-9-11-35(12-10-34)19-20-5-7-21(8-6-20)26-25-27(32-31-26)22-3-2-4-23(24(22)28(25)37)30-29(38)33-36-14-17-40-18-15-36/h2-8H,9-19H2,1H3,(H,31,32)(H2,30,33,38)
InChI Key XLSYZSRXVVCHLS-UHFFFAOYSA-N
Bioactivity Comments
Some bioactivity data may be associated with the dihydrochloride, PubChem CID 11285001.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 9 Hs Inhibitor Inhibition 9.0 pIC50 - 1
pIC50 9.0 (IC50 1x10-9 M) [1]
Description: in association with cyclin T1
cyclin dependent kinase 1 Hs Inhibitor Inhibition 8.7 pIC50 - 1
pIC50 8.7 (IC50 2x10-9 M) [1]
Description: in association with cyclin B1
cyclin dependent kinase 2 Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3x10-9 M) [1]
Description: in association with cyclin E
glycogen synthase kinase 3 beta Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3x10-9 M) [1]
cyclin dependent kinase 4 Hs Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 4x10-9 M) [1]
Description: in association with cyclin D1
cyclin dependent kinase 3 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5x10-9 M) [1]
Description: in association with cyclin E
cyclin dependent kinase 5 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5x10-9 M) [1]
Description: in association with regulatory subunit 1 (p35)cirs
mitogen-activated protein kinase kinase kinase 7 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5x10-9 M) [1]
mitogen-activated protein kinase 9 Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 4x10-8 M) [1]
cyclin dependent kinase 7 Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 4.4x10-8 M) [1]
Description: in association with cyclin H
Janus kinase 2 Hs Inhibitor Inhibition 7.3 pIC50 - 1
pIC50 7.3 (IC50 5x10-8 M) [1]
cyclin dependent kinase 6 Hs Inhibitor Inhibition 7.3 pIC50 - 1
pIC50 7.3 (IC50 5.5x10-8 M) [1]
Description: in association with cyclin D3
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
fms related receptor tyrosine kinase 3 Hs Inhibitor Inhibition 9.0 pIC50 - 1
pIC50 9.0 (IC50 1x10-9 M) [1]