(2E,6E)-2-(4-Hydroxy-3-methoxybenzylidene)-6-(4-methoxybenzylidene)cyclohexanone

ID: ALA3754328

Chembl Id: CHEMBL3754328

PubChem CID: 127028262

Max Phase: Preclinical

Molecular Formula: C22H22O4

Molecular Weight: 350.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2\CCC/C(=C\c3ccc(O)c(OC)c3)C2=O)cc1

Standard InChI:  InChI=1S/C22H22O4/c1-25-19-9-6-15(7-10-19)12-17-4-3-5-18(22(17)24)13-16-8-11-20(23)21(14-16)26-2/h6-14,23H,3-5H2,1-2H3/b17-12+,18-13+

Standard InChI Key:  NPUUKELNCLOHCM-PWDIZTEBSA-N

Alternative Forms

1. Parent:

   

   ALA3754328

   ---

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: 350.41

Molecular Weight (Monoisotopic): 350.1518

AlogP: 4.63

#Rotatable Bonds: 4

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.48

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.97

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 0.06

References

1. Dong L, Zheng S, Zhang Y, Jiang X, Wu J, Zhang X, Shan X, Liang D, Ying S, Feng J, Liang G.  (2015)  Design, synthesis, and evaluation of semi-conservative mono-carbonyl analogs of curcumin as anti-inflammatory agents against lipopolysaccharide-induced acute lung injury,  6  (8): [10.1039/C5MD00113G]

2. Mohd Aluwi MF, Rullah K, Yamin BM, Leong SW, Abdul Bahari MN, Lim SJ, Mohd Faudzi SM, Jalil J, Abas F, Mohd Fauzi N, Ismail NH, Jantan I, Lam KW..  (2016)  Synthesis of unsymmetrical monocarbonyl curcumin analogues with potent inhibition on prostaglandin E2 production in LPS-induced murine and human macrophages cell lines.,  26  (10): [PMID:27040659] [10.1016/j.bmcl.2016.03.092]

Source

Source(1):

• Scientific Literature