(E)-1-(4-(3-Morpholinopropoxy)phenyl)-3-(pyridin-2-yl)prop-2-en-1-one hydrochloride

ID: ALA4522957

PubChem CID: 155543849

Max Phase: Preclinical

Molecular Formula: C21H25ClN2O3

Molecular Weight: 352.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=C(/C=C/c1ccccn1)c1ccc(OCCCN2CCOCC2)cc1

Standard InChI:  InChI=1S/C21H24N2O3.ClH/c24-21(10-7-19-4-1-2-11-22-19)18-5-8-20(9-6-18)26-15-3-12-23-13-16-25-17-14-23;/h1-2,4-11H,3,12-17H2;1H/b10-7+;

Standard InChI Key:  XDPSJRBXHDDQEE-HCUGZAAXSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    5.0393   -5.6914    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3269   -3.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3258   -4.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0338   -4.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435   -4.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7407   -3.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0321   -2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4468   -2.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1561   -3.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8622   -2.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5715   -3.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5715   -4.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2799   -4.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9870   -4.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9813   -3.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2723   -2.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4438   -2.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178   -4.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9104   -4.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -4.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4950   -4.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7869   -4.5679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828   -4.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769   -4.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -5.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793   -5.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914   -5.3843    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
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: 352.43

Molecular Weight (Monoisotopic): 352.1787

AlogP: 3.08

#Rotatable Bonds: 8

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.32

CX LogP: 2.61

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.39

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