1-(dimethoxyphosphoryl)ethyl 2-(3-(trifluoromethyl)phenoxy)acetate

ID: ALA2271095

PubChem CID: 76319721

Max Phase: Preclinical

Molecular Formula: C13H16F3O6P

Molecular Weight: 356.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(C)OC(=O)COc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C13H16F3O6P/c1-9(23(18,19-2)20-3)22-12(17)8-21-11-6-4-5-10(7-11)13(14,15)16/h4-7,9H,8H2,1-3H3

Standard InChI Key:  AVYLETHGFDDSHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    7.4538   -2.8189    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0411   -3.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8534   -3.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939   -2.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7928   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008   -4.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -3.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2077   -2.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -2.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -2.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6231   -2.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -2.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0385   -2.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3262   -1.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7446   -2.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7416   -1.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1595   -2.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6705   -3.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4457   -4.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861   -2.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859   -1.6139    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -2.8398    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3756   -2.0223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15  1  1  0
 15 16  1  0
  1 17  2  0
  3 18  1  0
  2 19  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271095

   1-Dimethoxyphosphorylethyl 2-[3-(trifluoromethyl)phenoxy]acetate

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: 356.23

Molecular Weight (Monoisotopic): 356.0637

AlogP: 3.46

#Rotatable Bonds: 7

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -1.03

References

1. He H, Chen T, Li Y.  (2007)  Synthesis and herbicidal activity of alkyl 1-(3-trifluoromethylphenoxyacetoxy)-1-substituted methylphosphonates,  32  (1): [10.1584/jpestics.G06-05]

Source

Source(1):

• Scientific Literature