(E)-3-(2-Methoxyphenyl)-1-(4-(3-morpholinopropoxy)phenyl)prop-2-en-1-one hydrochloride

ID: ALA4521044

PubChem CID: 72189966

Max Phase: Preclinical

Molecular Formula: C23H28ClNO4

Molecular Weight: 381.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C/C(=O)c1ccc(OCCCN2CCOCC2)cc1.Cl

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

Standard InChI Key:  JWVMVEUIJVEWNW-NBYYMMLRSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   18.6716  -18.6179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0644  -16.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0633  -16.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7713  -17.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4810  -16.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4782  -16.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7695  -15.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1843  -15.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8936  -16.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5997  -15.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3090  -16.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3090  -16.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0174  -17.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7245  -16.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7188  -16.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0098  -15.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1812  -14.9131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3552  -17.3728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6479  -16.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9398  -17.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2324  -16.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5244  -17.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8203  -16.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1144  -17.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1095  -18.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8168  -18.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5289  -18.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0031  -14.9008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7074  -14.4864    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
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 17  2  0
  3 18  1  0
 18 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
 16 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: 6.31

CX LogP: 3.44

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.97

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