(Z)-3-(2,4-Dihydroxyphenyl)-1-(4-hydroxyphenyl)-2-propen-1-one

ID: ALA3823460

PubChem CID: 32953864

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-YWEYNIOJSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -3.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2562   -3.1521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -5.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -6.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050   -7.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -8.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -7.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922   -6.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952   -9.4542    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 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
  7  1  1  0
  2 17  1  0
  4 18  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3823460

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

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. 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