(1E,4E)-1,5-Bis(2,5-dimethylphenyl)penta-1,4-dien-3-one

ID: ALA478689

PubChem CID: 21417119

Max Phase: Preclinical

Molecular Formula: C21H22O

Molecular Weight: 290.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(/C=C/C(=O)/C=C/c2cc(C)ccc2C)c1

Standard InChI:  InChI=1S/C21H22O/c1-15-5-7-17(3)19(13-15)9-11-21(22)12-10-20-14-16(2)6-8-18(20)4/h5-14H,1-4H3/b11-9+,12-10+

Standard InChI Key:  WWVYNVDDXVPREQ-WGDLNXRISA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   13.8785    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1656    1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4477    1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5833    1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2980    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7368    1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0305    1.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3238    1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6096    1.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5912    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3008   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0192    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3044    0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0182   -0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7316    0.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7252    1.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0047    1.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1695    2.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3337    2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2900   -1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9969    2.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0290   -1.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  2  0
 11 12  2  0
 12  7  1  0
  5 13  2  0
  6  7  1  0
 13 14  1  0
  1  4  2  0
 14 15  2  0
  7  8  2  0
 15 16  1  0
  1  2  1  0
 16 17  2  0
 17  5  1  0
  8  9  1  0
  2 18  2  0
  4  5  1  0
  8 19  1  0
  9 10  2  0
 11 20  1  0
  2  3  1  0
 17 21  1  0
 10 11  1  0
 14 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478689

   (1E,4E)-1,5-bis(2,5-dimethylphenyl)penta-1,4-dien-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: 290.41

Molecular Weight (Monoisotopic): 290.1671

AlogP: 5.22

#Rotatable Bonds: 4

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.88

CX LogD: 6.88

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -0.15

References

1. Liang G, Shao L, Wang Y, Zhao C, Chu Y, Xiao J, Zhao Y, Li X, Yang S..  (2009)  Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents.,  17  (6): [PMID:19243951] [10.1016/j.bmc.2008.10.044]

Source

Source(1):

• Scientific Literature