(E)-3-(2-Methoxyphenyl)-1-(2-(3-morpholinopropoxy)phenyl)prop-2-en-1-one hydrochloride

ID: ALA4536089

PubChem CID: 155548738

Max Phase: Preclinical

Molecular Formula: C23H28ClNO4

Molecular Weight: 381.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C/C(=O)c1ccccc1OCCCN1CCOCC1.Cl

Standard InChI:  InChI=1S/C23H27NO4.ClH/c1-26-22-9-4-2-7-19(22)11-12-21(25)20-8-3-5-10-23(20)28-16-6-13-24-14-17-27-18-15-24;/h2-5,7-12H,6,13-18H2,1H3;1H/b12-11+;

Standard InChI Key:  ZCKMJWMNBOOBEO-CALJPSDSSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    3.7393   -5.2870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -3.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0035   -4.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7116   -5.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4212   -4.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4184   -3.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7098   -3.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7074   -2.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984   -2.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2919   -2.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830   -2.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -2.6578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1655   -2.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593   -3.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -3.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786   -3.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1246   -3.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8338   -3.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5400   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2492   -3.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2492   -4.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9576   -5.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6648   -4.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6590   -3.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9501   -3.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1215   -2.6433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9433   -2.6310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6476   -2.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 27  2  0
 26 28  1  0
 28 29  1  0
M  END

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: 381.47

Molecular Weight (Monoisotopic): 381.1940

AlogP: 3.69

#Rotatable Bonds: 9

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.26

CX LogP: 3.44

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.88

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