(1E,4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-(trifluoromethoxy)phenyl)hepta-1,4,6-trien-3-one

ID: ALA2323728

Chembl Id: CHEMBL2323728

PubChem CID: 71718065

Max Phase: Preclinical

Molecular Formula: C21H14F6O6

Molecular Weight: 476.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C(O)/C=C/c1ccc(O)c(OC(F)(F)F)c1)/C=C/c1ccc(O)c(OC(F)(F)F)c1

Standard InChI:  InChI=1S/C21H14F6O6/c22-20(23,24)32-18-9-12(3-7-16(18)30)1-5-14(28)11-15(29)6-2-13-4-8-17(31)19(10-13)33-21(25,26)27/h1-11,28,30-31H/b5-1+,6-2+,14-11-

Standard InChI Key:  GXUBGRRJTVFCFV-XVVYLEPSSA-N

Alternative Forms

1. Parent:

   

   ALA2323728

   (1E,4Z,6E)-5-hydroxy-1,7-bis[4-hydroxy-3-(trifluoromethoxy)phenyl]hepta-1,4,6-trien-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.33

Molecular Weight (Monoisotopic): 476.0695

AlogP: 5.63

#Rotatable Bonds: 7

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.28

CX Basic pKa: ┄

CX LogP: 6.94

CX LogD: 6.88

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: 0.44

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

Source(1):

• Scientific Literature