5-Phenyl-3-(4-(5-phenyl-1,4,2-dioxazol-3-yl)phenyl)-1,4,2-dioxazole

ID: ALA1080967

PubChem CID: 44516438

Max Phase: Preclinical

Molecular Formula: C22H16N2O4

Molecular Weight: 372.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(C2ON=C(c3ccc(C4=NOC(c5ccccc5)O4)cc3)O2)cc1

Standard InChI:  InChI=1S/C22H16N2O4/c1-3-7-17(8-4-1)21-25-19(23-27-21)15-11-13-16(14-12-15)20-24-28-22(26-20)18-9-5-2-6-10-18/h1-14,21-22H

Standard InChI Key:  HSFOIUZEWJQHSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   12.9973   -1.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1727   -1.2606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9415   -0.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6238   -0.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2745   -0.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2244   -0.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5113   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7938   -0.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5026    1.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2200    0.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3360    2.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1209    2.0668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1209    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3360    0.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8535    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0284    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137    0.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7887    0.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3783    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7887    2.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137    2.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9960   -0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0119    0.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7335    1.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4392    0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4249   -0.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7034   -0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 16 17  1  0
  9 14  1  0
  3  6  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
  5 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080967

   5-Phenyl-3-[4-(5-phenyl-1,4,2-dioxazol-3-yl)phenyl]-1,4,2-dioxazole

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: 372.38

Molecular Weight (Monoisotopic): 372.1110

AlogP: 4.50

#Rotatable Bonds: 4

Polar Surface Area: 61.64

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.97

CX LogP: 6.05

CX LogD: 6.05

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.10

References

1. Iqbal PF, Parveen H, Bhat AR, Hayat F, Azam A..  (2009)  Synthesis, characterization, antiamoebic activity and toxicity of novel bisdioxazole derivatives.,  44  (11): [PMID:19589625] [10.1016/j.ejmech.2009.06.016]

Source

Source(1):

• Scientific Literature