(dimethoxyphosphoryl)methyl 2-(2,4-dichlorophenoxy)acetate

ID: ALA2227928

PubChem CID: 76322323

Max Phase: Preclinical

Molecular Formula: C11H13Cl2O6P

Molecular Weight: 343.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(COC(=O)COc1ccc(Cl)cc1Cl)OC

Standard InChI:  InChI=1S/C11H13Cl2O6P/c1-16-20(15,17-2)7-19-11(14)6-18-10-4-3-8(12)5-9(10)13/h3-5H,6-7H2,1-2H3

Standard InChI Key:  JNUOWSZMTFVJKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   32.8817   -2.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0663   -2.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6594   -2.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0667   -3.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8853   -3.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2885   -2.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8422   -2.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4334   -3.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6162   -3.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2074   -4.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2078   -2.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3906   -2.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9822   -2.2220    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.1650   -2.2218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3909   -1.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7705   -3.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9811   -3.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7566   -1.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1057   -2.9264    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.6582   -1.5181    0.0000 Cl  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
  6 19  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2227928

   Dimethoxyphosphorylmethyl 2-(2,4-dichlorophenoxy)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: 343.10

Molecular Weight (Monoisotopic): 341.9827

AlogP: 3.36

#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: 2.50

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -1.05

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