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

ID: ALA2288764

PubChem CID: 15029529

Max Phase: Preclinical

Molecular Formula: C16H14Cl2N2O6

Molecular Weight: 401.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H14Cl2N2O6/c1-9(15(23)20-24-8-14(21)22)25-11-2-4-12(5-3-11)26-16-13(18)6-10(17)7-19-16/h2-7,9H,8H2,1H3,(H,20,23)(H,21,22)

Standard InChI Key:  ZJSQGQZTTRHFSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    2.2333  -17.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305  -18.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4440  -18.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612  -17.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590  -16.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468  -16.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456  -16.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430  -18.8997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6601  -18.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590  -19.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0783  -18.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8954  -18.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793  -17.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284  -16.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316  -15.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152  -15.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030  -16.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041  -16.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192  -16.7483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493  -14.6312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202  -16.0214    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2943  -18.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1114  -18.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5104  -19.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3275  -19.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0922  -20.3594    0.0000 O   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
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288764

   N-hydroxycarbonylmethoxy-2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionamide

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: 401.20

Molecular Weight (Monoisotopic): 400.0229

AlogP: 3.08

#Rotatable Bonds: 8

Polar Surface Area: 106.98

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.14

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: -1.37

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.35

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