Phosphoric acid diisopropyl ester 4-nitro-phenyl ester

ID: ALA23837

Cas Number: 3254-66-8

PubChem CID: 76742

Max Phase: Preclinical

Molecular Formula: C12H18NO6P

Molecular Weight: 303.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Diisopropyl Ester 4-Nitro-Phenyl Ester | Diisopropyl paraoxon|Mioticol|Propicol|Isopropyl paraoxon|Paraoxon,diisopropyl|3254-66-8|Diisopropyl p-nitrophenyl phosphate|BAY 61877|O,O-Diisopropyl O-p-nitrophenyl phosphate|Phosphoric acid, bis(1-methylethyl) 4-nitrophenyl ester|Phosphoric acid, diisopropyl p-nitrophenyl ester|R90A2849YV|NSC-132954|NSC 132954|BRN 1889756|O,O-Diisopropyl-O-p-nitrophenyl phosphate|UNII-R90A2849YV|CHEMBL23837|SCHEMBL679919|Bis(1-methylethyl)phosphoric aciShow More⌵

Canonical SMILES:  CC(C)OP(=O)(Oc1ccc([N+](=O)[O-])cc1)OC(C)C

Standard InChI:  InChI=1S/C12H18NO6P/c1-9(2)17-20(16,18-10(3)4)19-12-7-5-11(6-8-12)13(14)15/h5-10H,1-4H3

Standard InChI Key:  SHMLKFTUAKLHHF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    4.6167   -0.8542    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917   -0.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -0.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042   -1.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250   -0.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7167   -0.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6917    0.5833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0667   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2167    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2375   -0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    0.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -2.8125    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  2  0
  6  1  1  0
  7  1  1  0
  8  2  1  0
  9  2  2  0
 10 14  1  0
 11 13  2  0
 12  4  1  0
 13 12  1  0
 14 12  2  0
 15  7  1  0
 16  6  1  0
 17 15  1  0
 18 16  1  0
 19 15  1  0
 20 16  1  0
 11  3  1  0
M  CHG  2   2   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA23837

   Diisopropyl paraoxon

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: 303.25

Molecular Weight (Monoisotopic): 303.0872

AlogP: 3.93

#Rotatable Bonds: 7

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: 3.26

CX LogD: 3.26

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.43

Np Likeness Score: -0.61

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