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

ID: ALA2323726

Chembl Id: CHEMBL2323726

PubChem CID: 71717469

Max Phase: Preclinical

Molecular Formula: C21H18Br2O6

Molecular Weight: 526.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18Br2O6/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:  RVSGYTBRYSHWLD-LJFKNHCYSA-N

Alternative Forms

1. Parent:

   

   ALA2323726

   (1E,4Z,6E)-1,7-bis(3-bromo-4-hydroxy-5-methoxyphenyl)-5-hydroxyhepta-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: 526.18

Molecular Weight (Monoisotopic): 523.9470

AlogP: 5.38

#Rotatable Bonds: 7

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.79

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 5.14

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: 0.76

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