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

ID: ALA2271091

PubChem CID: 76315990

Max Phase: Preclinical

Molecular Formula: C17H16Cl3O6P

Molecular Weight: 453.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H16Cl3O6P/c1-23-27(22,24-2)17(12-5-3-4-6-13(12)19)26-16(21)10-25-15-8-7-11(18)9-14(15)20/h3-9,17H,10H2,1-2H3

Standard InChI Key:  WLJNNKBDTBSXOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   27.2727  -20.1987    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.8600  -20.9044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6723  -20.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6129  -20.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6117  -21.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3198  -21.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0294  -21.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0266  -20.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3180  -19.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7328  -19.8044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4420  -20.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1482  -19.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8574  -20.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1451  -18.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5636  -19.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5605  -18.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9785  -19.7867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4895  -20.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2647  -21.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3156  -18.9932    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.9037  -21.4468    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.2667  -18.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2640  -17.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5542  -17.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8457  -17.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8519  -18.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9747  -18.9786    0.0000 Cl  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
  9 20  1  0
  5 21  1  0
 16 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 16  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271091

   [(2-Chlorophenyl)-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: 453.64

Molecular Weight (Monoisotopic): 451.9750

AlogP: 5.75

#Rotatable Bonds: 8

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -0.88

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