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

ID: ALA4524361

PubChem CID: 72189661

Max Phase: Preclinical

Molecular Formula: C22H24ClNO3

Molecular Weight: 385.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1Cl)c1ccc(OCCCN2CCOCC2)cc1

Standard InChI:  InChI=1S/C22H24ClNO3/c23-21-5-2-1-4-18(21)8-11-22(25)19-6-9-20(10-7-19)27-15-3-12-24-13-16-26-17-14-24/h1-2,4-11H,3,12-17H2/b11-8+

Standard InChI Key:  DKJZBZCBDVEXLS-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

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   22.6477  -23.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3626  -24.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0790  -23.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0761  -22.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3608  -22.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7891  -22.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5051  -22.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2180  -22.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.9340  -23.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6491  -24.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3630  -23.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3572  -22.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6415  -22.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7860  -21.6097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9330  -24.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2188  -23.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5041  -24.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7899  -23.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0751  -24.0905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3643  -23.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6516  -24.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6467  -24.9096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3607  -25.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0796  -24.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6347  -21.5972    0.0000 Cl  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
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  8  9  2  0
  9 10  1  0
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  7 16  2  0
  2 17  1  0
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 18 19  1  0
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 21 22  1  0
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 21 26  1  0
 15 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524361

   (E)-3-(2-chlorophenyl)-1-[4-(3-morpholin-4-ylpropoxy)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: 385.89

Molecular Weight (Monoisotopic): 385.1445

AlogP: 4.34

#Rotatable Bonds: 8

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.31

CX LogP: 4.20

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -1.31

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