(E)-1-(4-hydroxyphenyl)-3-(2,4,5-trihydroxyphenyl)prop-2-en-1-one

ID: ALA3824127

PubChem CID: 127052356

Max Phase: Preclinical

Molecular Formula: C15H12O5

Molecular Weight: 272.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc(O)c(O)cc1O)c1ccccc1O

Standard InChI:  InChI=1S/C15H12O5/c16-11-4-2-1-3-10(11)12(17)6-5-9-7-14(19)15(20)8-13(9)18/h1-8,16,18-20H/b6-5+

Standard InChI Key:  WCXQQJBVSXYRMM-AATRIKPKSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.6003   -1.4977    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
   -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
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007   -1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0971   -0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919    0.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903    1.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4939    0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8049   -2.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    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
    0.0000    2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  1  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
 12 17  1  0
  7 18  1  0
  5 19  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3824127

   ---

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: 272.26

Molecular Weight (Monoisotopic): 272.0685

AlogP: 2.41

#Rotatable Bonds: 3

Polar Surface Area: 97.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.19

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.30

Np Likeness Score: 0.63

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]

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