5Z-7-oxozeaenol   Click here for help

GtoPdb Ligand ID: 8077

Synonyms: (5Z)-7-oxozeaenol | FR-148083 [1] | LL-Z1640-2
PDB Ligand
Compound class: Synthetic organic
Comment: 5Z-7-oxozeaenol is a cell-permeable fungal resorcylic lactone. 5Z-7-oxozeaenol acts as a selective and potent inhibitor of mitogen-activated protein kinase kinase kinase 7 (TAK1). This compound binds covalently/irreversibly and inhibits both the ATPase and kinase activity of TAK1 [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 113.29
Molecular weight 362.14
XLogP 2.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc2C=CCC(O)C(O)C(=O)C=CCC(OC(=O)c2c(c1)O)C
Isomeric SMILES COc1cc2/C=C/C[C@H](O)[C@H](O)C(=O)/C=C\C[C@@H](OC(=O)c2c(c1)O)C
InChI InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1
InChI Key NEQZWEXWOFPKOT-BYRRXHGESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2E,5S,6S,8Z,11S)-5,6,15-trihydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaene-7,13-dione
Synonyms Click here for help
(5Z)-7-oxozeaenol | FR-148083 [1] | LL-Z1640-2
Database Links Click here for help
CAS Registry No. 66018-38-0
ChEMBL Ligand CHEMBL1077979
GtoPdb PubChem SID 249565757
PubChem CID 9863776
RCSB PDB Ligand 1FM
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