(1E,6E)-1,7-Bis(3,4-dimethoxyphenyl)-4-(4-hydroxy-3-methoxybenzylidene)hepta-1,6-diene-3,5-dione

ID: ALA1800965

Cas Number: 1227098-15-8

PubChem CID: 49851904

Product Number: N650195, Order Now?

Max Phase: Preclinical

Molecular Formula: C31H30O8

Molecular Weight: 530.57

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H30O8/c1-35-27-14-9-20(17-30(27)38-4)6-11-24(32)23(16-22-8-13-26(34)29(19-22)37-3)25(33)12-7-21-10-15-28(36-2)31(18-21)39-5/h6-19,34H,1-5H3/b11-6+,12-7+

Standard InChI Key:  AYIYVEPNEPUJCF-GNXRPPCSSA-N

Molfile:  

     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
   15.7652  -14.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7641  -15.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4789  -15.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1953  -15.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1925  -14.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4771  -14.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9054  -14.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6214  -14.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3343  -14.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0503  -14.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3312  -13.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7633  -14.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4793  -14.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7601  -13.1995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1922  -14.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9082  -14.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9087  -15.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6238  -15.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3377  -15.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3320  -14.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6162  -14.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0507  -15.6934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0543  -15.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3362  -15.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0541  -15.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6314  -15.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8062  -15.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3836  -16.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7858  -17.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6150  -17.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0339  -16.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0585  -16.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0507  -14.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0505  -13.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0434  -13.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7609  -14.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3641  -18.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5587  -16.6532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1568  -15.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
 21 16  1  0
  2  3  1  0
  2 22  1  0
  9 11  2  0
 19 23  1  0
  5  6  2  0
 22 24  1  0
 10 12  1  0
 10 25  2  0
  6  1  1  0
 25 26  1  0
 12 13  1  0
 26 27  2  0
  1  2  2  0
 27 28  1  0
 12 14  2  0
 28 29  2  0
  5  7  1  0
 29 30  1  0
 13 15  2  0
 30 31  2  0
 31 26  1  0
  3  4  2  0
 23 32  1  0
 15 16  1  0
  1 33  1  0
  7  8  2  0
 33 34  1  0
 16 17  2  0
 20 35  1  0
 35 36  1  0
 17 18  1  0
 29 37  1  0
  8  9  1  0
 28 38  1  0
 18 19  2  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1800965

   NF-κB-IN-1

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: 530.57

Molecular Weight (Monoisotopic): 530.1941

AlogP: 5.38

#Rotatable Bonds: 12

Polar Surface Area: 100.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.99

CX Basic pKa: ┄

CX LogP: 6.01

CX LogD: 6.00

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 0.21

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