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

ID: ALA2287936

PubChem CID: 76309259

Max Phase: Preclinical

Molecular Formula: C17H19F3N2O3

Molecular Weight: 356.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1ccc(N(C)C(=O)COc2onc(C(F)(F)F)c2C)cc1

Standard InChI:  InChI=1S/C17H19F3N2O3/c1-4-5-12-6-8-13(9-7-12)22(3)14(23)10-24-16-11(2)15(21-25-16)17(18,19)20/h6-9H,4-5,10H2,1-3H3

Standard InChI Key:  APKYYNBPPQLLGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   35.8338   -2.2348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5472   -2.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8307   -1.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5503   -3.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2533   -2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9667   -2.6395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6770   -2.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3325   -2.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0055   -2.2457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7657   -1.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9445   -1.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2567   -0.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0721   -0.9057    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.9365   -0.0511    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.6615   -0.0908    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.4702   -0.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1235   -2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4112   -2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7030   -2.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7019   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4151   -3.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1295   -3.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9900   -3.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2782   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5705   -3.8796    0.0000 C   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  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287936

   N-methyl-2-[[4-methyl-3-(trifluoromethyl)-1,2-oxazol-5-yl]oxy]-N-(4-propylphenyl)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: 356.34

Molecular Weight (Monoisotopic): 356.1348

AlogP: 4.00

#Rotatable Bonds: 6

Polar Surface Area: 55.57

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.36

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