4-(2-hydroxybenzoyl)benzene-1,2,3-triol

ID: ALA5288482

Max Phase: Preclinical

Molecular Formula: C13H10O5

Molecular Weight: 246.22

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1O)c1ccc(O)c(O)c1O

Standard InChI:  InChI=1S/C13H10O5/c14-9-4-2-1-3-7(9)11(16)8-5-6-10(15)13(18)12(8)17/h1-6,14-15,17-18H

Standard InChI Key:  APVNRHLATFVPPS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4999    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4999   -0.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -0.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    0.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -0.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587    1.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    1.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735   -1.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  8 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
  7 15  2  0
 13 16  1  0
  2 17  1  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288482

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.22

Molecular Weight (Monoisotopic): 246.0528

AlogP: 1.74

#Rotatable Bonds: 2

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: 6.90

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.48

Np Likeness Score: 0.41

References

1. Dean B, Cooper G, Shivkumar M, Snape TJ..  (2023)  Hydroxy-xanthones as promising antiviral agents: Synthesis and biological evaluation against human coronavirus OC43.,  84  [PMID:36863494] [10.1016/j.bmcl.2023.129211]

Source

Source(1):

• Scientific Literature