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

ID: ALA4557915

PubChem CID: 155554694

Max Phase: Preclinical

Molecular Formula: C23H28ClNO4

Molecular Weight: 381.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2ccc(OCCCN3CCOCC3)cc2)cc1.Cl

Standard InChI:  InChI=1S/C23H27NO4.ClH/c1-26-21-8-3-19(4-9-21)5-12-23(25)20-6-10-22(11-7-20)28-16-2-13-24-14-17-27-18-15-24;/h3-12H,2,13-18H2,1H3;1H/b12-5+;

Standard InChI Key:  JCFKVJJQHKMHLT-NKPNRJPBSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    5.1013  -24.8005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4074  -22.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4063  -23.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1143  -23.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8240  -23.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8212  -22.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1125  -22.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5273  -22.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2366  -22.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9427  -22.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -22.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520  -23.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3604  -23.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0675  -23.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0618  -22.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3528  -22.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5242  -21.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982  -23.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909  -23.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828  -23.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754  -23.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674  -23.7099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633  -23.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4574  -23.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525  -24.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598  -24.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719  -24.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7773  -23.6859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7815  -24.5031    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
 14 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: -0.82

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