5-Methyl-3-(5-nitro-2-thienyl)-5-phenyl-[1,4,2]dioxazole

ID: ALA1098911

PubChem CID: 46193517

Max Phase: Preclinical

Molecular Formula: C13H10N2O4S

Molecular Weight: 290.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(c2ccccc2)ON=C(c2ccc([N+](=O)[O-])s2)O1

Standard InChI:  InChI=1S/C13H10N2O4S/c1-13(9-5-3-2-4-6-9)18-12(14-19-13)10-7-8-11(20-10)15(16)17/h2-8H,1H3

Standard InChI Key:  KBZFAUKYZWXXPR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.2012   -7.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5499   -7.4593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1004   -6.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6898   -6.1309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1171   -6.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414   -6.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -5.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075   -5.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911   -6.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -7.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291   -7.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939   -6.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519   -7.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287   -6.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1664   -5.8281    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847   -5.1847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -4.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053   -5.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1148   -5.4752    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
  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
  5 20  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1098911

   5-Methyl-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: 290.30

Molecular Weight (Monoisotopic): 290.0361

AlogP: 3.24

#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: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -0.72

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