2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)-N-(2-oxo-2-(propylamino)ethyl)propanamide

ID: ALA2288779

PubChem CID: 76323904

Max Phase: Preclinical

Molecular Formula: C19H21Cl2N3O4

Molecular Weight: 426.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H21Cl2N3O4/c1-3-8-22-17(25)11-23-18(26)12(2)27-14-4-6-15(7-5-14)28-19-16(21)9-13(20)10-24-19/h4-7,9-10,12H,3,8,11H2,1-2H3,(H,22,25)(H,23,26)

Standard InChI Key:  LOUAELYRYPKKDT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   11.3380   -3.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7352   -4.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5487   -4.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9659   -3.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5637   -2.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7515   -2.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3502   -1.9016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9476   -4.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7648   -4.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1829   -4.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0000   -4.0675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7840   -3.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5331   -1.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1363   -1.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3199   -1.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9032   -1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3088   -2.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1239   -2.5961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5540   -0.4789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0860   -1.8691    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.3990   -4.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2161   -4.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6150   -5.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1637   -5.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6343   -4.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4322   -5.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8311   -6.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6482   -6.2404    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
 10 11  1  0
 10 12  2  0
  7 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 16 20  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  9 24  1  0
 22 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288779

   2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]-N-[2-oxo-2-(propylamino)ethyl]propanamide

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: 426.30

Molecular Weight (Monoisotopic): 425.0909

AlogP: 3.59

#Rotatable Bonds: 9

Polar Surface Area: 89.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.99

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -1.74

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