methyl 2-(2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)propanamido)acetate

ID: ALA2288772

PubChem CID: 76331138

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N2O5

Molecular Weight: 399.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H16Cl2N2O5/c1-10(16(23)20-9-15(22)24-2)25-12-3-5-13(6-4-12)26-17-14(19)7-11(18)8-21-17/h3-8,10H,9H2,1-2H3,(H,20,23)

Standard InChI Key:  HQFUPANAMXWASO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.5368  -23.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9341  -24.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7476  -24.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1648  -24.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7625  -23.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9503  -23.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5491  -22.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1465  -25.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9636  -25.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3818  -24.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1989  -24.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9829  -24.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7320  -22.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3352  -21.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5188  -21.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1021  -22.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5077  -23.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3227  -23.2776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7529  -21.1605    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2849  -22.5506    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.5979  -25.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4150  -25.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8139  -26.1865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3626  -26.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8332  -24.7713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6310  -26.1976    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288772

   Methyl 2-[2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]propanoylamino]acetate

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: 399.23

Molecular Weight (Monoisotopic): 398.0436

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 86.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.51

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.48

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