(E)-3-(2,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one

ID: ALA3335591

Cas Number: 163121-02-6

PubChem CID: 5322052

Max Phase: Preclinical

Molecular Formula: C15H12O4

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1O)c1ccc(O)cc1

Standard InChI:  InChI=1S/C15H12O4/c16-12-5-1-10(2-6-12)14(18)8-4-11-3-7-13(17)9-15(11)19/h1-9,16-17,19H/b8-4+

Standard InChI Key:  VDYSHUXENHRSOO-XBXARRHUSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    8.5502   -5.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5491   -6.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2571   -6.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9668   -6.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9639   -5.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553   -5.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6701   -5.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3793   -5.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6670   -4.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0855   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7947   -5.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7947   -6.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5031   -6.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2103   -6.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2046   -5.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4956   -5.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4888   -4.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9201   -6.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8410   -6.9314    0.0000 O   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
 16 17  1  0
 14 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335591

   (E)-2,4,4'-Trihydroxychalcone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 256.26

Molecular Weight (Monoisotopic): 256.0736

AlogP: 2.70

#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: 7.81

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: 0.55

References

1. Balsera B, Mulet J, Fernández-Carvajal A, de la Torre-Martínez R, Ferrer-Montiel A, Hernández-Jiménez JG, Estévez-Herrera J, Borges R, Freitas AE, López MG, García-López MT, González-Muñiz R, Pérez de Vega MJ, Valor LM, Svobodová L, Sala S, Sala F, Criado M..  (2014)  Chalcones as positive allosteric modulators of α7 nicotinic acetylcholine receptors: a new target for a privileged structure.,  86  [PMID:25232969] [10.1016/j.ejmech.2014.09.039]

2. Nijampatnam B, Casals L, Zheng R, Wu H, Velu SE..  (2016)  Hydroxychalcone inhibitors of Streptococcus mutans glucosyl transferases and biofilms as potential anticaries agents.,  26  (15): [PMID:27371109] [10.1016/j.bmcl.2016.06.033]

Source

Source(1):

• Scientific Literature