N-(2,6-dichlorophenyl)-N-methyl-2-(4-methyl-3-(trifluoromethyl)isoxazol-5-yloxy)acetamide

ID: ALA2287946

PubChem CID: 76323844

Max Phase: Preclinical

Molecular Formula: C14H11Cl2F3N2O3

Molecular Weight: 383.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(F)(F)F)noc1OCC(=O)N(C)c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C14H11Cl2F3N2O3/c1-7-12(14(17,18)19)20-24-13(7)23-6-10(22)21(2)11-8(15)4-3-5-9(11)16/h3-5H,6H2,1-2H3

Standard InChI Key:  XWPGAKYAKDYYOG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   11.5698  -17.5344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2832  -17.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5668  -16.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2863  -18.7658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9935  -17.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7069  -17.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4172  -17.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0685  -18.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7415  -17.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5017  -16.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6805  -16.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9969  -16.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8122  -16.2053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6725  -15.3507    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3975  -15.3904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2062  -16.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8595  -17.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1472  -17.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4390  -17.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4379  -18.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1511  -19.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8655  -18.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1465  -16.7158    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5787  -19.1756    0.0000 Cl  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
 18 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287946

   N-(2,6-dichlorophenyl)-N-methyl-2-[[4-methyl-3-(trifluoromethyl)-1,2-oxazol-5-yl]oxy]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: 383.15

Molecular Weight (Monoisotopic): 382.0099

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 55.57

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.40

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