Phosphoric acid ethyl ester 4-nitro-phenyl ester phenyl ester

ID: ALA2115279

PubChem CID: 71452798

Max Phase: Preclinical

Molecular Formula: C14H14NO6P

Molecular Weight: 323.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Ethyl Ester 4-Nitro-Phenyl Ester Phenyl Ester | Phosphoric acid ethyl ester 4-nitro-phenyl ester phenyl ester|CHEMBL2115279

Canonical SMILES:  CCO[P@](=O)(Oc1ccccc1)Oc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C14H14NO6P/c1-2-19-22(18,20-13-6-4-3-5-7-13)21-14-10-8-12(9-11-14)15(16)17/h3-11H,2H2,1H3/t22-/m1/s1

Standard InChI Key:  GNRZPKXOCMYNMI-JOCHJYFZSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    1.2802   -1.2385    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.9581   -0.5171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1408   -0.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3834   -1.2260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6638   -0.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6547   -1.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -1.8432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    0.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -1.0258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -1.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812   -0.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -2.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -1.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8898    0.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -3.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305   -2.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8632    0.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295   -3.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2260   -4.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3 11  1  0
  4  2  1  0
  5  1  1  0
  1  6  1  1
  7  1  2  0
  8  2  2  0
  9  1  1  0
 10 14  1  0
 11 15  2  0
 12  5  1  0
 13  6  1  0
 14 12  2  0
 15 12  1  0
 16  9  1  0
 17 13  2  0
 18 13  1  0
 19 16  1  0
 20 18  2  0
 21 17  1  0
 22 20  1  0
 10  3  2  0
 21 22  2  0
M  CHG  2   2   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2115279

   Phosphoric acid ethyl ester 4-nitro-phenyl ester phenyl ester

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: 323.24

Molecular Weight (Monoisotopic): 323.0559

AlogP: 4.20

#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: 3.73

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -0.58

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