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

ID: ALA1095915

PubChem CID: 46193628

Max Phase: Preclinical

Molecular Formula: C16H14ClNO2

Molecular Weight: 287.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2=NOC(C)(c3ccc(Cl)cc3)O2)cc1

Standard InChI:  InChI=1S/C16H14ClNO2/c1-11-3-5-12(6-4-11)15-18-20-16(2,19-15)13-7-9-14(17)10-8-13/h3-10H,1-2H3

Standard InChI Key:  NNWREWBZPZQPTE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.3204   -7.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -7.0653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -6.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -5.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -6.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088   -6.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049   -5.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5952   -4.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194   -4.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -4.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6301   -6.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -5.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -5.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2801   -6.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -7.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -7.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2125   -7.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051   -6.6518    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -4.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  3  6  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
  5 12  1  0
  5 18  1  0
  1  2  1  0
 15 19  1  0
  2  3  2  0
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095915

   5-(4-Chlorophenyl)-5-methyl-3-(4-methylphenyl)-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: 287.75

Molecular Weight (Monoisotopic): 287.0713

AlogP: 4.23

#Rotatable Bonds: 2

Polar Surface Area: 30.82

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.85

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -0.41

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