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

ID: ALA2115281

PubChem CID: 71456302

Max Phase: Preclinical

Molecular Formula: C13H12NO6P

Molecular Weight: 309.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Methyl Ester 4-Nitro-Phenyl Ester Phenyl Ester | Phosphoric acid methyl ester 4-nitro-phenyl ester phenyl ester|CHEMBL2115281

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

Standard InChI:  InChI=1S/C13H12NO6P/c1-18-21(17,19-12-5-3-2-4-6-12)20-13-9-7-11(8-10-13)14(15)16/h2-10H,1H3/t21-/m1/s1

Standard InChI Key:  BUIUQBWAKOIBPM-OAQYLSRUSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.2890   -1.0197    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.9750   -0.2926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476   -0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4013   -1.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6652   -0.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622   -1.6090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8783   -1.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3762    0.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -0.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7464   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7213    0.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147   -1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8938    0.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2818   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2484   -2.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -2.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8281   -3.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365   -3.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263   -4.0162    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 18  2  0
 20 17  1  0
 21 19  1  0
 10  3  2  0
 20 21  2  0
M  CHG  2   2   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2115281

   Phosphoric acid methyl 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: 309.21

Molecular Weight (Monoisotopic): 309.0402

AlogP: 3.81

#Rotatable Bonds: 6

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: 3.37

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -0.59

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