(E)-1-(4-(2-(4-Methylpiperazin-1-yl)-2-oxoethoxy)phenyl)-3-phenylprop-2-en-1-one hydrochloride

ID: ALA4557962

PubChem CID: 155554404

Max Phase: Preclinical

Molecular Formula: C22H25ClN2O3

Molecular Weight: 364.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)COc2ccc(C(=O)/C=C/c3ccccc3)cc2)CC1.Cl

Standard InChI:  InChI=1S/C22H24N2O3.ClH/c1-23-13-15-24(16-14-23)22(26)17-27-20-10-8-19(9-11-20)21(25)12-7-18-5-3-2-4-6-18;/h2-12H,13-17H2,1H3;1H/b12-7+;

Standard InChI Key:  CWMOIKADURQZAS-RRAJOLSVSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   21.3006  -20.6568    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.1519  -17.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1507  -18.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8588  -18.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5684  -18.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5656  -17.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8570  -17.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2718  -17.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9810  -17.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6872  -17.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3964  -17.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3964  -18.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1048  -18.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8120  -18.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8062  -17.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0973  -17.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2687  -16.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4427  -18.8482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7353  -18.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0273  -18.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3199  -18.4379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3207  -17.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6174  -17.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9069  -17.6148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9043  -18.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6122  -18.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1993  -17.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0266  -19.6643    0.0000 O   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
 21 26  1  0
 24 27  1  0
 20 28  2  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: 364.45

Molecular Weight (Monoisotopic): 364.1787

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 49.85

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.90

CX LogP: 2.70

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.85

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