3-(4-fluoro-3-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

ID: ALA98323

PubChem CID: 405167

Max Phase: Preclinical

Molecular Formula: C8H4FN3O4

Molecular Weight: 225.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(-[n+]2cc([O-])on2)ccc1F

Standard InChI:  InChI=1S/C8H4FN3O4/c9-6-2-1-5(3-7(6)12(14)15)11-4-8(13)16-10-11/h1-4H

Standard InChI Key:  PXEQRBFQKNGHCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    6.4542    0.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042    0.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -2.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3417    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    0.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -2.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292    0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.1917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  8  2  0
  4  1  1  0
  5  3  1  0
  6  4  2  0
  7  2  1  0
  8  9  1  0
  9  1  1  0
 10 15  2  0
 11  5  1  0
 12  5  2  0
 13  6  1  0
 14  9  2  0
 15 14  1  0
 16 10  1  0
  7  6  1  0
 10  3  1  0
M  CHG  4   1   1   5   1  11  -1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA98323

   N-(4-Fluoro-3-nitrophenyl)sydnone

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: 225.13

Molecular Weight (Monoisotopic): 225.0186

AlogP: 0.07

#Rotatable Bonds: 2

Polar Surface Area: 96.11

Molecular Species: ACID

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.99

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.41

Np Likeness Score: -1.33

References

1. Dunkley CS, Thoman CJ..  (2003)  Synthesis and biological evaluation of a novel phenyl substituted sydnone series as potential antitumor agents.,  13  (17): [PMID:14611853] [10.1016/s0960-894x(03)00487-6]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays