(E)-3-(m-tolyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one

ID: ALA4474954

PubChem CID: 155537611

Max Phase: Preclinical

Molecular Formula: C16H14O4

Molecular Weight: 270.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(/C=C/C(=O)c2ccc(O)c(O)c2O)c1

Standard InChI:  InChI=1S/C16H14O4/c1-10-3-2-4-11(9-10)5-7-13(17)12-6-8-14(18)16(20)15(12)19/h2-9,18-20H,1H3/b7-5+

Standard InChI Key:  LFKMAOPCWSPZGY-FNORWQNLSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.2653  -17.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2640  -18.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9789  -19.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6953  -18.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6925  -17.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9771  -17.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4053  -17.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1214  -17.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4023  -16.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8343  -17.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5503  -17.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5503  -18.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2655  -18.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9793  -18.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9736  -17.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2578  -17.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9746  -16.5413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5493  -19.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5506  -17.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6850  -17.3361    0.0000 C   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
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 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
  6 17  1  0
  2 18  1  0
  1 19  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474954

   ---

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: 270.28

Molecular Weight (Monoisotopic): 270.0892

AlogP: 3.01

#Rotatable Bonds: 3

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.35

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.45

Np Likeness Score: 0.43

References

1. Cong L, Dong X, Wang Y, Deng Y, Li B, Dai R..  (2019)  On the role of synthesized hydroxylated chalcones as dual functional amyloid-β aggregation and ferroptosis inhibitors for potential treatment of Alzheimer's disease.,  166  [PMID:30684867] [10.1016/j.ejmech.2019.01.039]

Source

Source(1):

• Scientific Literature