Phosphoric acid 4-nitro-phenyl ester diphenyl ester

ID: ALA278353

Cas Number: 10359-36-1

PubChem CID: 25200

Max Phase: Preclinical

Molecular Formula: C18H14NO6P

Molecular Weight: 371.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid 4-Nitro-Phenyl Ester Diphenyl Ester | (4-nitrophenyl) diphenyl phosphate|10359-36-1|4-Nitrophenyl diphenyl phosphate|4-NITROPHENYLDIPHENYLPHOSPHATE|p-nitrophenyl diphenyl phosphate|Phosphoric acid, 4-nitrophenyl diphenyl ester|SCHEMBL959287|CHEMBL278353|DTXSID60145926|1-di(phenyl)phosphoryloxy-4-nitrobenzene|Phosphoric acid 4-nitro-phenyl ester diphenyl ester

Canonical SMILES:  O=[N+]([O-])c1ccc(OP(=O)(Oc2ccccc2)Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C18H14NO6P/c20-19(21)15-11-13-18(14-12-15)25-26(22,23-16-7-3-1-4-8-16)24-17-9-5-2-6-10-17/h1-14H

Standard InChI Key:  UJNGLGOZLJRNNN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.0250   -0.9167    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000   -0.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792   -0.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -0.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -0.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -1.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -1.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1250   -0.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042    0.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4542    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2250   -0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    0.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    1.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3 10  2  0
  4  1  1  0
  5  1  1  0
  6  1  1  0
  7  1  2  0
  8  2  1  0
  9  2  2  0
 10 16  1  0
 11 15  2  0
 12  4  1  0
 13  6  1  0
 14  5  1  0
 15 12  1  0
 16 12  2  0
 17 14  2  0
 18 14  1  0
 19 13  2  0
 20 13  1  0
 21 18  2  0
 22 19  1  0
 23 20  2  0
 24 17  1  0
 25 21  1  0
 26 23  1  0
 11  3  1  0
 22 26  2  0
 24 25  2  0
M  CHG  2   2   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA278353

   4-Nitrophenyl diphenyl 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: 371.29

Molecular Weight (Monoisotopic): 371.0559

AlogP: 5.24

#Rotatable Bonds: 7

Polar Surface Area: 87.90

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.32

Np Likeness Score: -0.50

References

1. Hill CM, Wu F, Cheng TC, DeFrank JJ, Raushel FM..  (2000)  Substrate and stereochemical specificity of the organophosphorus acid anhydrolase from Alteromonas sp. JD6.5 toward p-nitrophenyl phosphotriesters.,  10  (11): [PMID:10866401] [10.1016/s0960-894x(00)00213-4]

Source

Source(1):

• Scientific Literature