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

ID: ALA4458105

PubChem CID: 155526982

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)cc1OC

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

Standard InChI Key:  YOCGGLQIEICLAY-QGHYKFKQSA-N

Molfile:  

 
     RDKit          2D

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   29.5248   -7.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5236   -7.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2317   -8.2530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9413   -7.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9385   -7.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2299   -6.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8170   -6.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8156   -8.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6447   -6.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6497   -8.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3568   -7.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0651   -8.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7722   -7.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0664   -9.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4805   -8.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1876   -7.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8931   -8.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5997   -7.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5988   -7.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8855   -6.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1819   -7.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3054   -6.6069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0143   -7.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3078   -8.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3087   -9.0606    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
 19 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4458105

   ---

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: 0.05

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