2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)-N-methoxypropanamide

ID: ALA2288763

PubChem CID: 76313020

Max Phase: Preclinical

Molecular Formula: C15H14Cl2N2O4

Molecular Weight: 357.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CONC(=O)C(C)Oc1ccc(Oc2ncc(Cl)cc2Cl)cc1

Standard InChI:  InChI=1S/C15H14Cl2N2O4/c1-9(14(20)19-21-2)22-11-3-5-12(6-4-11)23-15-13(17)7-10(16)8-18-15/h3-9H,1-2H3,(H,19,20)

Standard InChI Key:  NVAHIMFGCBTOOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   34.3431  -10.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7404  -11.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5539  -11.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9711  -10.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5688   -9.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7566   -9.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3554   -8.9096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9528  -11.7554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7699  -11.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1689  -12.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1881  -11.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0052  -11.0755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7892  -10.3512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5383   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1415   -8.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3251   -8.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9084   -8.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3140   -9.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1290   -9.6041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5592   -7.4870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.0912   -8.8771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.4042  -11.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2213  -11.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 15 20  1  0
 17 21  1  0
 12 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288763

   2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]-N-methoxypropanamide

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: 357.19

Molecular Weight (Monoisotopic): 356.0331

AlogP: 3.63

#Rotatable Bonds: 6

Polar Surface Area: 69.68

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.52

References

1. MATSUMOTO K, IDE K, HAYASE Y, TAKAHASHI T, TAKEDA R, HAYASHI Y.  (1996)  Selective Herbicidal Activity of 3, 5-Dichloropyridyloxy-phenoxypropionamidoxyacetic Acid Derivatives between Wheat and Wild Oat,  21  (2): [10.1584/jpestics.21.165]

Source

Source(1):

• Scientific Literature