1-(2,4-Dimethoxy-phenyl)-3-(4-ethyl-phenyl)-propenone

ID: ALA139086

Cas Number: 786699-15-8

PubChem CID: 10402315

Max Phase: Preclinical

Molecular Formula: C19H20O3

Molecular Weight: 296.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(/C=C/C(=O)c2ccc(OC)cc2OC)cc1

Standard InChI:  InChI=1S/C19H20O3/c1-4-14-5-7-15(8-6-14)9-12-18(20)17-11-10-16(21-2)13-19(17)22-3/h5-13H,4H2,1-3H3/b12-9+

Standard InChI Key:  PCWFOISUGSZKHX-FMIVXFBMSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -0.2458   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -2.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -1.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -1.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -4.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -4.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3875   -4.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1000   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  1  0
  5  2  1  0
  6  1  1  0
  7  4  2  0
  8  3  2  0
  9 11  1  0
 10  7  1  0
 11  6  2  0
 12  2  1  0
 13 16  1  0
 14 10  2  0
 15 10  1  0
 16 15  2  0
 17 14  1  0
 18  9  1  0
 19 13  1  0
 20 12  1  0
 21 18  1  0
 22 19  1  0
  5  9  2  0
 17 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA139086

   (2E)-1-(2,4-Dimethoxyphenyl)-3-(4-ethylphenyl)prop-2-en-1-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: 296.37

Molecular Weight (Monoisotopic): 296.1412

AlogP: 4.16

#Rotatable Bonds: 6

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -0.15

References

1. Liu M, Wilairat P, Go ML..  (2001)  Antimalarial alkoxylated and hydroxylated chalcones [corrected]: structure-activity relationship analysis.,  44  (25): [PMID:11728189] [10.1021/jm0101747]

2. Nowakowska Z..  (2007)  A review of anti-infective and anti-inflammatory chalcones.,  42  (2): [PMID:17112640] [10.1016/j.ejmech.2006.09.019]

3. Qin HL, Zhang ZW, Lekkala R, Alsulami H, Rakesh KP..  (2020)  Chalcone hybrids as privileged scaffolds in antimalarial drug discovery: A key review.,  193  [PMID:32179331] [10.1016/j.ejmech.2020.112215]

Source

Source(1):

• Scientific Literature