(R)-methyl 2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)propanoate

ID: ALA2286498

PubChem CID: 728698

Max Phase: Preclinical

Molecular Formula: C15H13Cl2NO4

Molecular Weight: 342.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](C)Oc1ccc(Oc2ncc(Cl)cc2Cl)cc1

Standard InChI:  InChI=1S/C15H13Cl2NO4/c1-9(15(19)20-2)21-11-3-5-12(6-4-11)22-14-13(17)7-10(16)8-18-14/h3-9H,1-2H3/t9-/m1/s1

Standard InChI Key:  PIPBTZSRGDJLSK-SECBINFHSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.5271   -9.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5282   -8.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8202   -8.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1105   -8.6488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1133   -9.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8220   -9.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2362   -8.2403    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8244  -10.6939    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4072   -9.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979   -9.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982   -8.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9898   -8.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826   -8.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883   -9.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9973   -9.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5728   -8.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8672   -8.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574   -8.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714   -9.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658   -9.9040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812   -9.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -9.4991    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
  2  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286498

   methyl (2R)-2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]propanoate

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: 342.18

Molecular Weight (Monoisotopic): 341.0222

AlogP: 4.12

#Rotatable Bonds: 5

Polar Surface Area: 57.65

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -1.38

References

1. Tajik H, Dadras A, Aghabeygi S.  (2011)  A facile synthesis of novel optically active R,R-2-(4-(2-(4-(5-chloro-3-halo-pyridin-2-yloxy)-phenoxy)-propionyloxy)-phenoxy)-propionic acid esters using cyanuric chloride as potential herbicide,  22  (5): [10.1016/j.cclet.2010.12.001]

Source

Source(1):

• Scientific Literature