I-CBP112   Click here for help

GtoPdb Ligand ID: 8236

Compound class: Synthetic organic
Comment: I-CBP112 is an inhibitor of the bromodomain-containing proteins CREB binding protein (CREBBP) and E1A binding protein p300 (EP300) and was developed by the Structural Genomics Consortium (SGC) [3]. The bromodomains facilitate binding of these proteins to acetylated lysine residues on histones and other proteins [4], interactions which underlie the function of these two transctiptional co-activators in the control of DNA replication and repair, cell growth, transformation, and development [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 60.47
Molecular weight 468.26
XLogP 3.53
No. Lipinski's rules broken 0
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Canonical SMILES CCC(=O)N1CCOc2c(C1)cc(cc2OCC1CCCN(C1)C)c1ccc(c(c1)OC)OC
Isomeric SMILES CCC(=O)N1CCOc2c(C1)cc(cc2OC[C@H]1CCCN(C1)C)c1ccc(c(c1)OC)OC
InChI InChI=1S/C27H36N2O5/c1-5-26(30)29-11-12-33-27-22(17-29)13-21(20-8-9-23(31-3)24(14-20)32-4)15-25(27)34-18-19-7-6-10-28(2)16-19/h8-9,13-15,19H,5-7,10-12,16-18H2,1-4H3/t19-/m0/s1
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CREB binding protein Primary target of this compound Hs Inhibitor Inhibition 6.8 pKd - 3
pKd 6.8 (Kd 1.42x10-7 M) [3]
Description: Isothermal titration calorimetry (ITC) assay.
E1A binding protein p300 Hs Inhibitor Inhibition 6.2 pKd - 3
pKd 6.2 (Kd 6.25x10-7 M) [3]
Description: Isothermal titration calorimetry (ITC) assay.