(dimethoxyphosphoryl)methyl 2-(3-(trifluoromethyl)phenoxy)acetate

ID: ALA2227929

PubChem CID: 76322324

Max Phase: Preclinical

Molecular Formula: C12H14F3O6P

Molecular Weight: 342.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H14F3O6P/c1-18-22(17,19-2)8-21-11(16)7-20-10-5-3-4-9(6-10)12(13,14)15/h3-6H,7-8H2,1-2H3

Standard InChI Key:  FJZDJMYMFUPDJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    6.6160   -8.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006   -8.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3937   -8.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8011   -9.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6196   -9.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0228   -8.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5765   -8.7168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1677   -9.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3505   -9.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9418  -10.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -8.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -8.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165   -8.0084    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993   -8.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253   -7.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -8.7977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154   -9.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909   -7.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0244   -7.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8416   -7.3056    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6157   -6.5982    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4249   -6.5953    0.0000 F   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
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  1  0
 16 17  1  0
 14 18  1  0
  1 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2227929

   Dimethoxyphosphorylmethyl 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: 342.21

Molecular Weight (Monoisotopic): 342.0480

AlogP: 3.07

#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: 2.25

CX LogD: 2.25

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -1.09

References

1. He HW, Yuan JL, Peng H, Chen T, Shen P, Wan SQ, Li Y, Tan HL, He YH, He JB, Li Y..  (2011)  Studies of O,O-dimethyl α-(2,4-dichlorophenoxyacetoxy)ethylphosphonate (HW02) as a new herbicide. 1. Synthesis and herbicidal activity of HW02 and analogues as novel inhibitors of pyruvate dehydrogenase complex.,  59  (9): [PMID:21452831] [10.1021/jf104247w]

Source

Source(1):

• Scientific Literature