2-[3-(5-nitro-2-thienyl)-1,4,2dioxazol-5-yl]phenol

ID: ALA1095898

PubChem CID: 46193515

Max Phase: Preclinical

Molecular Formula: C12H8N2O5S

Molecular Weight: 292.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(C2=NOC(c3ccccc3O)O2)s1

Standard InChI:  InChI=1S/C12H8N2O5S/c15-8-4-2-1-3-7(8)12-18-11(13-19-12)9-5-6-10(20-9)14(16)17/h1-6,12,15H

Standard InChI Key:  LXAKMWUAYFKNGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.3656   -1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6508   -0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6508   -0.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3656    0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0805   -0.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0805   -0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3656   -2.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8513   -2.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0465   -2.3285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6342   -1.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1869   -1.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9402   -1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8478   -1.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849   -1.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7708   -0.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5932   -0.5764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875    0.0939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4659    0.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6615    0.8236    0.0000 O   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  2  0
  5  6  1  0
  1  6  2  0
  1  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
  8 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 13 17  1  0
 18 19  2  0
 18 20  1  0
 16 18  1  0
 10 13  1  0
  2 12  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1095898

   2-[3-(5-Nitrothiophen-2-yl)-1,4,2-dioxazol-5-yl]phenol

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: 292.27

Molecular Weight (Monoisotopic): 292.0154

AlogP: 2.77

#Rotatable Bonds: 3

Polar Surface Area: 94.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.80

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -0.69

References

1. Irfan I, Sawangjaroen N, Bhat AR, Azam A..  (2010)  New dioxazole derivatives: Synthesis and effects on the growth of Entamoeba histolytica and Giardia intestinalis.,  45  (4): [PMID:20122767] [10.1016/j.ejmech.2009.12.051]

Source

Source(1):

• Scientific Literature