3-(5-Nitro-2-thienyl)-5-phenyl-1,4,2-dioxazole

ID: ALA1095573

PubChem CID: 46193514

Max Phase: Preclinical

Molecular Formula: C12H8N2O4S

Molecular Weight: 276.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(C2=NOC(c3ccccc3)O2)s1

Standard InChI:  InChI=1S/C12H8N2O4S/c15-14(16)10-7-6-9(19-10)11-13-18-12(17-11)8-4-2-1-3-5-8/h1-7,12H

Standard InChI Key:  NSQSQIGNWVPCSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.3531   -1.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452   -1.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1331   -1.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -0.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1557   -0.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1557    0.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    0.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835   -0.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -0.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240   -1.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836   -0.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933   -0.0314    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    0.6593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    0.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.4052    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  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
  5  6  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 16  1  0
 17 18  2  0
 17 19  1  0
 15 17  1  0
  3 12  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1095573

   3-(5-Nitrothiophen-2-yl)-5-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: 276.27

Molecular Weight (Monoisotopic): 276.0205

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 73.96

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.64

Np Likeness Score: -0.96

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