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

ID: ALA1098588

PubChem CID: 46193516

Max Phase: Preclinical

Molecular Formula: C13H10N2O5S

Molecular Weight: 306.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2ON=C(c3ccc([N+](=O)[O-])s3)O2)cc1

Standard InChI:  InChI=1S/C13H10N2O5S/c1-18-9-4-2-8(3-5-9)13-19-12(14-20-13)10-6-7-11(21-10)15(16)17/h2-7,13H,1H3

Standard InChI Key:  HOONVFOYRDSBFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.4901   -1.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6850   -2.1168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2726   -1.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8253   -0.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5790   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4830   -1.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8313   -1.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1482   -1.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3757   -0.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2021   -0.4031    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8691    0.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1804    0.9840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0543    0.1111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2940   -0.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2940    0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0049    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7200    0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7200   -0.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0049   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4309    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1460    0.1110    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  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
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 20 21  1  0
 17 20  1  0
  5 14  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1098588

   5-(4-Methoxyphenyl)-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: 306.30

Molecular Weight (Monoisotopic): 306.0310

AlogP: 3.07

#Rotatable Bonds: 4

Polar Surface Area: 83.19

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.86

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