2-((4-Fluorophenyl)amino)-3-hydroxynaphthalene-1,4-dione

ID: ALA4566973

PubChem CID: 146672982

Max Phase: Preclinical

Molecular Formula: C16H10FNO3

Molecular Weight: 283.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(O)=C(Nc2ccc(F)cc2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C16H10FNO3/c17-9-5-7-10(8-6-9)18-13-14(19)11-3-1-2-4-12(11)15(20)16(13)21/h1-8,18,21H

Standard InChI Key:  AVGHWZUEYVXFON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   26.3897  -10.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3886  -11.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1034  -12.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1017  -10.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8170  -10.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8158  -11.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5287  -12.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2474  -11.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2486  -10.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5311  -10.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5312   -9.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5264  -12.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9641  -10.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9608  -12.1744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6763  -11.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3868  -12.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1019  -11.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1047  -10.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3863  -10.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6742  -10.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8198  -10.5350    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 12  2  0
  9 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566973

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 283.26

Molecular Weight (Monoisotopic): 283.0645

AlogP: 3.09

#Rotatable Bonds: 2

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.21

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -0.54

References

1. Calil FA, David JS, Chiappetta ERC, Fumagalli F, Mello RB, Leite FHA, Castilho MS, Emery FS, Nonato MC..  (2019)  Ligand-based design, synthesis and biochemical evaluation of potent and selective inhibitors of Schistosoma mansoni dihydroorotate dehydrogenase.,  167  [PMID:30776695] [10.1016/j.ejmech.2019.02.018]

Source

Source(1):

• Scientific Literature