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.
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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+
InChI Key VFLDPWHFBUODDF-FCXRPNKRSA-N
References
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