(1E,4E)-1-(2,4-Dimethoxyphenyl)-5-(3,5,6-trimethylpyrazin-2-yl)-penta-1,4-dien-3-one

ID: ALA4442682

PubChem CID: 155516114

Max Phase: Preclinical

Molecular Formula: C20H22N2O3

Molecular Weight: 338.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)/C=C/c2nc(C)c(C)nc2C)c(OC)c1

Standard InChI:  InChI=1S/C20H22N2O3/c1-13-14(2)22-19(15(3)21-13)11-9-17(23)8-6-16-7-10-18(24-4)12-20(16)25-5/h6-12H,1-5H3/b8-6+,11-9+

Standard InChI Key:  SFBAWNLZAIHSLJ-ZOIFJEAISA-N

Molfile:  

 
     RDKit          2D

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   39.8098   -7.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8087   -8.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5167   -8.5832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2264   -8.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2236   -7.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5149   -6.9458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1020   -6.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1007   -8.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9297   -6.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9347   -8.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6418   -8.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3502   -8.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0572   -8.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3514   -9.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7656   -8.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4726   -8.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1782   -8.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8847   -8.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8839   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1706   -6.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4669   -7.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1785   -9.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4709   -9.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.5904   -6.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   48.2993   -7.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  2  8  1  0
  5  9  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4442682

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 338.41

Molecular Weight (Monoisotopic): 338.1630

AlogP: 3.71

#Rotatable Bonds: 6

Polar Surface Area: 61.31

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.94

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -0.08

References

1. Ai Y, Zhu B, Ren C, Kang F, Li J, Huang Z, Lai Y, Peng S, Ding K, Tian J, Zhang Y..  (2016)  Discovery of New Monocarbonyl Ligustrazine-Curcumin Hybrids for Intervention of Drug-Sensitive and Drug-Resistant Lung Cancer.,  59  (5): [PMID:26891099] [10.1021/acs.jmedchem.5b01203]

Source

Source(1):

• Scientific Literature