(1E,4Z,6E)-1,7-Bis(3-fluoro-4-hydroxy-5-methoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one

ID: ALA2323719

Chembl Id: CHEMBL2323719

PubChem CID: 71524000

Max Phase: Preclinical

Molecular Formula: C21H18F2O6

Molecular Weight: 404.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)/C=C(O)/C=C/c2cc(F)c(O)c(OC)c2)cc(F)c1O

Standard InChI:  InChI=1S/C21H18F2O6/c1-28-18-9-12(7-16(22)20(18)26)3-5-14(24)11-15(25)6-4-13-8-17(23)21(27)19(10-13)29-2/h3-11,24,26-27H,1-2H3/b5-3+,6-4+,14-11-

Standard InChI Key:  KNOXEXXOZFMMFW-LJFKNHCYSA-N

Associated Targets(Human)

RARG Tclin Retinoic acid receptor (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRB Tclin Retinoid X receptor (114 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Retinoic acid receptor RXR-alpha/Vitamin D3 receptor (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 404.37Molecular Weight (Monoisotopic): 404.1071AlogP: 4.13#Rotatable Bonds: 7
Polar Surface Area: 96.22Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.07CX Basic pKa: CX LogP: 4.04CX LogD: 3.96
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.36Np Likeness Score: 0.58

References

1. Batie S, Lee JH, Jama RA, Browder DO, Montano LA, Huynh CC, Marcus LM, Tsosie DG, Mohammed Z, Trang V, Marshall PA, Jurutka PW, Wagner CE..  (2013)  Synthesis and biological evaluation of halogenated curcumin analogs as potential nuclear receptor selective agonists.,  21  (3): [PMID:23276449] [10.1016/j.bmc.2012.11.033]

Source