(2-chlorophenyl)(2-(2,4-dichlorophenoxy)acetoxy)methylphosphonic acid

ID: ALA2271094

PubChem CID: 76326910

Max Phase: Preclinical

Molecular Formula: C15H12Cl3O6P

Molecular Weight: 425.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(Cl)cc1Cl)OC(c1ccccc1Cl)P(=O)(O)O

Standard InChI:  InChI=1S/C15H12Cl3O6P/c16-9-5-6-13(12(18)7-9)23-8-14(19)24-15(25(20,21)22)10-3-1-2-4-11(10)17/h1-7,15H,8H2,(H2,20,21,22)

Standard InChI Key:  RXNQIALCDQGMEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   26.0428  -25.2628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.6301  -25.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4424  -25.9674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7505  -24.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3351  -24.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3351  -24.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6274  -25.2628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9197  -24.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2120  -25.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9197  -24.0370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5043  -24.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7966  -25.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0896  -24.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3824  -25.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3820  -26.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0947  -26.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7990  -26.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0462  -23.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0465  -22.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3383  -22.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6282  -22.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6314  -23.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7526  -24.0430    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0915  -24.0335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.6748  -26.4862    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  1  4  2  0
  1  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  6 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 18 23  1  0
 13 24  1  0
 15 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271094

   [(2-Chlorophenyl)-[2-(2,4-dichlorophenoxy)acetyl]oxymethyl]phosphonic 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: 425.59

Molecular Weight (Monoisotopic): 423.9437

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.20

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -0.86

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