curcumin   Click here for help

GtoPdb Ligand ID: 7000

PDB Ligand
Comment: Curcumin's physicochemical properties imply that it is an implausible clinical lead [30]. It is unstable, reactive, and nonbioavailable, and has been identified as having attributes of both PAINS (pan-assay interference compounds) and IMPS (invalid metabolic panaceas) compounds.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 93.06
Molecular weight 368.13
XLogP 2.95
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COc1cc(C=CC(=O)CC(=O)C=Cc2ccc(c(c2)OC)O)ccc1O
Isomeric SMILES COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O
InChI InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
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
E1A binding protein p300 Hs Inhibitor Inhibition 4.6 pIC50 - 2
pIC50 4.6 (IC50 2.5x10-5 M) [2]
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields