(E)-3-(2-Methoxyphenyl)-1-(4-(2-morpholino-2-oxoethoxy)phenyl)prop-2-en-1-one

ID: ALA4532883

PubChem CID: 8814806

Max Phase: Preclinical

Molecular Formula: C22H23NO5

Molecular Weight: 381.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C/C(=O)c1ccc(OCC(=O)N2CCOCC2)cc1

Standard InChI:  InChI=1S/C22H23NO5/c1-26-21-5-3-2-4-18(21)8-11-20(24)17-6-9-19(10-7-17)28-16-22(25)23-12-14-27-15-13-23/h2-11H,12-16H2,1H3/b11-8+

Standard InChI Key:  ZBLITCQJMFTKHV-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

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   19.3520   -3.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3508   -4.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0589   -4.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7685   -4.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7657   -3.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0571   -3.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4719   -3.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1811   -3.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8873   -3.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5965   -3.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5965   -4.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3049   -4.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0121   -4.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0063   -3.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2974   -3.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2906   -2.4392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9949   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4688   -2.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6428   -4.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9354   -4.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2274   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5200   -4.5009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5208   -3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8175   -3.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1071   -3.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1045   -4.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8123   -4.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2267   -5.7272    0.0000 O   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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 16 17  1  0
  7 18  2  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
 21 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532883

   (E)-3-(2-methoxyphenyl)-1-[4-(2-morpholin-4-yl-2-oxoethoxy)phenyl]prop-2-en-1-one

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: 381.43

Molecular Weight (Monoisotopic): 381.1576

AlogP: 2.83

#Rotatable Bonds: 7

Polar Surface Area: 65.07

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.03

References

1. Kim HJ, Jang BK, Park JH, Choi JW, Park SJ, Byeon SR, Pae AN, Lee YS, Cheong E, Park KD..  (2020)  A novel chalcone derivative as Nrf2 activator attenuates learning and memory impairment in a scopolamine-induced mouse model.,  185  [PMID:31670201] [10.1016/j.ejmech.2019.111777]

Source

Source(1):

• Scientific Literature