(dimethoxyphosphoryl)(phenyl)methyl 2-(4-nitrophenoxy)acetate

ID: ALA2268511

PubChem CID: 76308782

Max Phase: Preclinical

Molecular Formula: C17H18NO8P

Molecular Weight: 395.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(OC(=O)COc1ccc([N+](=O)[O-])cc1)c1ccccc1

Standard InChI:  InChI=1S/C17H18NO8P/c1-23-27(22,24-2)17(13-6-4-3-5-7-13)26-16(19)12-25-15-10-8-14(9-11-15)18(20)21/h3-11,17H,12H2,1-2H3

Standard InChI Key:  IARSBNOEPRXNFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    7.7551  -20.6650    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3423  -21.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1547  -21.3697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952  -20.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0941  -21.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021  -21.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118  -21.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089  -20.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003  -20.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2151  -20.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244  -20.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6305  -20.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3398  -20.6714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6274  -19.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459  -20.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0428  -19.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608  -20.2531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9718  -21.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7470  -22.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3841  -21.9170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835  -22.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6768  -21.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7490  -19.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463  -18.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0365  -17.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3280  -18.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3343  -19.0444    0.0000 C   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
 20 21  2  0
 20 22  1  0
  5 20  1  0
 16 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 16  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2268511

   [Dimethoxyphosphoryl(phenyl)methyl] 2-(4-nitrophenoxy)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: 395.30

Molecular Weight (Monoisotopic): 395.0770

AlogP: 3.70

#Rotatable Bonds: 9

Polar Surface Area: 114.20

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: -0.76

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