5-(4-Chloro phenyl)-5-methyl-3-(5-nitro-2-thienyl)-1,4,2-dioxazole

ID: ALA1098912

PubChem CID: 46193518

Max Phase: Preclinical

Molecular Formula: C13H9ClN2O4S

Molecular Weight: 324.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(c2ccc(Cl)cc2)ON=C(c2ccc([N+](=O)[O-])s2)O1

Standard InChI:  InChI=1S/C13H9ClN2O4S/c1-13(8-2-4-9(14)5-3-8)19-12(15-20-13)10-6-7-11(21-10)16(17)18/h2-7H,1H3

Standard InChI Key:  OJOSTBXSTXUZNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    9.4508   -7.9288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7002   -8.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1449   -7.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5603   -6.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3665   -7.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3517   -7.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6957   -7.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0216   -7.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2579   -6.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0842   -6.6397    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7560   -6.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0781   -5.2391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400   -6.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4508   -6.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1915   -7.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6019   -6.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270   -6.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8417   -7.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270   -7.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6019   -7.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6667   -7.1094    0.0000 Cl  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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  6 10  1  0
 11 12  2  0
 11 13  1  0
  9 11  1  0
  3  6  1  0
  5 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 18 21  1  0
  5 15  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1098912

   5-(4-Chlorophenyl)-5-methyl-3-(5-nitrothiophen-2-yl)-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: 324.75

Molecular Weight (Monoisotopic): 323.9972

AlogP: 3.89

#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: 4.88

CX LogD: 4.88

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: -0.94

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