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

ID: ALA2288769

PubChem CID: 76313022

Max Phase: Preclinical

Molecular Formula: C15H12Cl2N2O6

Molecular Weight: 387.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CONC(=O)COc1ccc(Oc2ncc(Cl)cc2Cl)cc1

Standard InChI:  InChI=1S/C15H12Cl2N2O6/c16-9-5-12(17)15(18-6-9)25-11-3-1-10(2-4-11)23-7-13(20)19-24-8-14(21)22/h1-6H,7-8H2,(H,19,20)(H,21,22)

Standard InChI Key:  VOSFNHHMWBOBSF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    1.7050  -23.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023  -23.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157  -23.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3329  -23.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9307  -22.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185  -22.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173  -21.8361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147  -24.6819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318  -24.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500  -23.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671  -24.0020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510  -23.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001  -21.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033  -21.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143  -21.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7313  -21.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279  -22.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909  -22.5306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210  -20.4135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485  -21.8036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7660  -24.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5832  -24.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9821  -25.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7992  -25.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5639  -26.1416    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA2288769

   2-[[2-[4-(3,5-Dichloropyridin-2-yl)oxyphenoxy]acetyl]amino]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: 387.18

Molecular Weight (Monoisotopic): 386.0072

AlogP: 2.69

#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: 3.06

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: -1.96

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -1.37

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