Phenyltrihydroxyfluorone

ID: ALA1908070

PubChem CID: 14937937

Max Phase: Preclinical

Molecular Formula: C19H14O5

Molecular Weight: 322.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phenyltrihydroxyfluorone | PHENYLTRIHYDROXYFLUORONE|CHEMBL1908070

Canonical SMILES:  O=C1C=C2Oc3cc(O)c(O)cc3C(c3ccccc3)C2C=C1O

Standard InChI:  InChI=1S/C19H14O5/c20-13-6-11-17(8-15(13)22)24-18-9-16(23)14(21)7-12(18)19(11)10-4-2-1-3-5-10/h1-9,11,19-21,23H

Standard InChI Key:  HJXNPCANOKBLNK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -5.2250   -1.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5105   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5105   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250    0.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9395   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9395   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961    0.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -0.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671    0.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671   -1.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    2.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961    2.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5106    2.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5106    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6539    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6539   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
 10  2  1  0
  2  3  2  0
  3  7  1  0
  7  8  1  0
  9 10  1  0
  8 11  1  0
  9  8  1  0
 14  9  2  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 15 20  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 12 21  1  0
 13 22  2  0
  5 23  1  0
  6 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908070

   PHENYLTRIHYDROXYFLUORONE

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: 322.32

Molecular Weight (Monoisotopic): 322.0841

AlogP: 3.15

#Rotatable Bonds: 1

Polar Surface Area: 86.99

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.45

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 0.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: 1.22

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature