(1E,6E)-4-(2,3-Dimethoxybenzylidene)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

ID: ALA1800999

PubChem CID: 49850574

Max Phase: Preclinical

Molecular Formula: C30H28O8

Molecular Weight: 516.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)C(=Cc2cccc(OC)c2OC)C(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C30H28O8/c1-35-27-7-5-6-21(30(27)38-4)18-22(23(31)12-8-19-10-14-25(33)28(16-19)36-2)24(32)13-9-20-11-15-26(34)29(17-20)37-3/h5-18,33-34H,1-4H3/b12-8+,13-9+

Standard InChI Key:  LXYZFTBSYDATNO-QHKWOANTSA-N

Molfile:  

     RDKit          2D

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  9 11  2  0
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  6  1  1  0
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  1  2  2  0
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  5  7  1  0
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  1 31  1  0
  3  4  2  0
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  8  9  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1800999

   (1E,6E)-4-[(2,3-dimethoxyphenyl)methylidene]-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

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: 516.55

Molecular Weight (Monoisotopic): 516.1784

AlogP: 5.08

#Rotatable Bonds: 11

Polar Surface Area: 111.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.80

CX Basic pKa: ┄

CX LogP: 5.86

CX LogD: 5.85

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: 0.14

References

1. Qiu X, Du Y, Lou B, Zuo Y, Shao W, Huo Y, Huang J, Yu Y, Zhou B, Du J, Fu H, Bu X..  (2010)  Synthesis and identification of new 4-arylidene curcumin analogues as potential anticancer agents targeting nuclear factor-κB signaling pathway.,  53  (23): [PMID:21070043] [10.1021/jm1004545]

Source

Source(1):

• Scientific Literature