1,3-dihydroxy-7-fluoroxanthone

ID: ALA5283873

Max Phase: Preclinical

Molecular Formula: C13H7FO4

Molecular Weight: 246.19

Names and Identifiers

Canonical SMILES:  O=c1c2cc(F)ccc2oc2cc(O)cc(O)c12

Standard InChI:  InChI=1S/C13H7FO4/c14-6-1-2-10-8(3-6)13(17)12-9(16)4-7(15)5-11(12)18-10/h1-5,15-16H

Standard InChI Key:  KXRFVUBZRKSYGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   -2.1425    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262   -1.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -1.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -1.2345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258    1.2367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    0.4129    0.0000 F   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
  4 10  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
 11 17  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283873

   ---

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: 246.19

Molecular Weight (Monoisotopic): 246.0328

AlogP: 2.50

#Rotatable Bonds: ┄

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.55

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.60

Np Likeness Score: 0.66

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