N-methyl-2-(4-methyl-3-(trifluoromethyl)isoxazol-5-yloxy)-N-(4-nitrophenyl)acetamide

ID: ALA2287941

PubChem CID: 76320189

Max Phase: Preclinical

Molecular Formula: C14H12F3N3O5

Molecular Weight: 359.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(F)(F)F)noc1OCC(=O)N(C)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C14H12F3N3O5/c1-8-12(14(15,16)17)18-25-13(8)24-7-11(21)19(2)9-3-5-10(6-4-9)20(22)23/h3-6H,7H2,1-2H3

Standard InChI Key:  QENYTSXOBFFWLC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   35.2065   -7.3773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9198   -7.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2034   -6.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9229   -8.6046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6301   -7.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3435   -7.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0497   -7.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7051   -7.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3781   -7.3882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1383   -6.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3172   -6.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6294   -5.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4447   -6.0441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.3092   -5.1895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.0341   -5.2292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.8428   -5.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4962   -7.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7839   -7.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0757   -7.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0745   -8.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7878   -9.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5021   -8.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3668   -9.0221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3668   -9.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6550   -8.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
  1 17  1  0
 17 18  2  0
 17 22  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2287941

   N-methyl-2-[[4-methyl-3-(trifluoromethyl)-1,2-oxazol-5-yl]oxy]-N-(4-nitrophenyl)acetamide

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: 359.26

Molecular Weight (Monoisotopic): 359.0729

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 98.71

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.61

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -1.76

References

1. KAI H, HORITA Y, MIKI N, IDE K, TAKASE A.  (1998)  Synthesis and Herbicidal Activities of 2-(5-Isoxazolyloxy)-acetamide Derivatives,  23  (3): [10.1584/jpestics.23.255]

Source

Source(1):

• Scientific Literature