(E)-2-(2-(5-chloro-3-(trifluoromethyl)pyridin-2-yloxy)phenyl)-2-(methoxyimino)-N-methylacetamide

ID: ALA2286692

PubChem CID: 76323760

Max Phase: Preclinical

Molecular Formula: C16H13ClF3N3O3

Molecular Weight: 387.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)/C(=N/OC)c1ccccc1Oc1ncc(Cl)cc1C(F)(F)F

Standard InChI:  InChI=1S/C16H13ClF3N3O3/c1-21-14(24)13(23-25-2)10-5-3-4-6-12(10)26-15-11(16(18,19)20)7-9(17)8-22-15/h3-8H,1-2H3,(H,21,24)/b23-13+

Standard InChI Key:  LVLVVLOGQCEMFD-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   12.6810   -5.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3929   -5.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1006   -5.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1006   -4.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3929   -4.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8106   -4.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5207   -4.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2307   -4.2356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5207   -5.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8106   -3.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1006   -3.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1006   -2.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9408   -4.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3929   -3.4153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6828   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6828   -2.1823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9710   -1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2591   -2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2591   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9710   -3.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5519   -1.7728    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9710   -4.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2633   -4.6421    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6787   -4.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7543   -5.0187    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1795   -5.0187    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 24  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 24  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  6 10  2  0
 10 11  1  0
 11 12  1  0
  8 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 20 22  1  0
 22 23  1  0
 22 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286692

   (2E)-2-[2-[5-chloro-3-(trifluoromethyl)pyridin-2-yl]oxyphenyl]-2-methoxyimino-N-methylacetamide

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: 387.75

Molecular Weight (Monoisotopic): 387.0598

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.17

CX Basic pKa: 0.05

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -1.19

References

1. ICHIBA T, INUTA T, HORITA Y, NIIKAWA M, MASUKO M.  (2002)  Controlling Efficacy of Strobilurin Derivatives against Wheat Powdery Mildew and Eyespot,  27  (2): [10.1584/jpestics.27.127]

Source

Source(1):

• Scientific Literature