2-(2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)-N-methylpropanamidooxy)acetic acid

ID: ALA2288770

PubChem CID: 76323901

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N2O6

Molecular Weight: 415.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Oc1ccc(Oc2ncc(Cl)cc2Cl)cc1)C(=O)N(C)OCC(=O)O

Standard InChI:  InChI=1S/C17H16Cl2N2O6/c1-10(17(24)21(2)25-9-15(22)23)26-12-3-5-13(6-4-12)27-16-14(19)7-11(18)8-20-16/h3-8,10H,9H2,1-2H3,(H,22,23)

Standard InChI Key:  VKBPYIRSHWJVBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.7077  -23.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1050  -24.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9184  -24.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3356  -23.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9334  -22.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1212  -22.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7200  -22.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3174  -24.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1345  -24.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5527  -24.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3698  -24.1795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1537  -23.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9028  -22.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5060  -21.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6897  -21.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2729  -21.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6785  -22.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4936  -22.7081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237  -20.5909    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4558  -21.9811    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7687  -24.8927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5858  -24.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9848  -25.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8019  -25.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5666  -26.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5334  -25.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7880  -23.4774    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
 23 24  2  0
 23 25  1  0
  9 26  1  0
 11 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288770

   2-[2-[4-(3,5-Dichloropyridin-2-yl)oxyphenoxy]propanoyl-methylamino]oxyacetic acid

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: 415.23

Molecular Weight (Monoisotopic): 414.0385

AlogP: 3.42

#Rotatable Bonds: 8

Polar Surface Area: 98.19

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.33

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: -0.20

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.25

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