Phosphoric acid dimethyl ester 3-methyl-4-nitro-phenyl ester

ID: ALA158718

Cas Number: 2255-17-6

PubChem CID: 16738

Max Phase: Preclinical

Molecular Formula: C9H12NO6P

Molecular Weight: 261.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)Oc1ccc([N+](=O)[O-])c(C)c1

Standard InChI:  InChI=1S/C9H12NO6P/c1-7-6-8(4-5-9(7)10(11)12)16-17(13,14-2)15-3/h4-6H,1-3H3

Standard InChI Key:  MJNAIAPNXYJWCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    6.1311   -3.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761   -1.6400    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -3.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607   -2.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230   -4.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8002   -1.6400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -3.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9302   -3.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761   -0.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1738   -2.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519   -1.6400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761   -2.4641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1706   -3.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5556   -2.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518   -2.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6 11  1  0
  7  3  2  0
  8  1  2  0
  9  2  2  0
 10  4  2  0
 11 14  2  0
 12  2  1  0
 13  2  1  0
 14  7  1  0
 15  4  1  0
 16 13  1  0
 17 12  1  0
 10 11  1  0
M  CHG  2   1   1   5  -1
M  END

Alternative Forms

1. Parent:

   

   ALA158718

   FENITROXON

2. Alternative Forms:

   

   ALA158718

   di(114C)methyl (3-methyl-4-nitrophenyl) phosphate

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: 261.17

Molecular Weight (Monoisotopic): 261.0402

AlogP: 2.68

#Rotatable Bonds: 5

Polar Surface Area: 87.90

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -0.71

References

1. Cates LA, Li VS, Yakshe CC, Fadeyi MO, Andree TH, Karbon EW, Enna SJ..  (1984)  Phosphorus analogues of gamma-aminobutyric acid, a new class of anticonvulsants.,  27  (5): [PMID:6325692] [10.1021/jm00371a017]

2. KATAGI T.  (2001)  Relation between Penetration Rates of Pesticides and Partition Coefficients in Topical Application to Spodoptera litura,  26  (2): [10.1584/jpestics.26.165]

3. KONNO Y.  (1996)  Carboxylesterase of the Rice Stem Borer, Chilo suppressalis WALKER (Lepidoptera: Pyralidae), Responsible for Fenitrothion Resistance as a Sequestering Protein,  21  (4): [10.1584/jpestics.21.425]

4. ENDO S, TSURUMACHI M.  (2000)  Insecticide Resistance and Insensitive Acetylcholinesterase in Small Brown Planthopper, Laodelphax striatellus,  25  (4): [10.1584/jpestics.25.395]

5. KONNO Y, SHISHIDO T.  (1990)  Aryl N, N-Dimethylcarbamates, Synergists for Organophosphorus Insecticides against Organophos-phorusresistant Rice Stem Borers,  15  (2): [10.1584/jpestics.15.175]

Source

Source(1):

• Scientific Literature