2-(2-(4-(2,4-dichlorophenoxy)phenoxy)propanamidooxy)acetic acid

ID: ALA2288765

PubChem CID: 76323900

Max Phase: Preclinical

Molecular Formula: C17H15Cl2NO6

Molecular Weight: 400.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Oc1ccc(Oc2ccc(Cl)cc2Cl)cc1)C(=O)NOCC(=O)O

Standard InChI:  InChI=1S/C17H15Cl2NO6/c1-10(17(23)20-24-9-16(21)22)25-12-3-5-13(6-4-12)26-15-7-2-11(18)8-14(15)19/h2-8,10H,9H2,1H3,(H,20,23)(H,21,22)

Standard InChI Key:  IYBYRRSNKYFVDC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   10.3681  -18.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7653  -18.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5788  -18.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9960  -18.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5938  -17.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7816  -17.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3803  -16.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9777  -19.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7949  -19.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1938  -20.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2130  -18.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0301  -18.8389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8141  -18.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5632  -16.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1664  -15.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3500  -15.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9333  -16.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3389  -17.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1540  -17.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5841  -15.2503    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1161  -16.6405    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4291  -19.5521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2462  -19.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6451  -20.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4623  -20.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2270  -20.9784    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:

   

   ALA2288765

   2-[2-[4-(2,4-Dichlorophenoxy)phenoxy]propanoylamino]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: 400.21

Molecular Weight (Monoisotopic): 399.0276

AlogP: 3.69

#Rotatable Bonds: 8

Polar Surface Area: 94.09

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.15

CX Basic pKa: ┄

CX LogP: 3.62

CX LogD: -0.75

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.04

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