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

ID: ALA2114316

PubChem CID: 71461695

Max Phase: Preclinical

Molecular Formula: C11H16NO6P

Molecular Weight: 289.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Ethyl Ester Isopropyl Ester 4-Nitro-Phenyl Ester | Phosphoric acid ethyl ester isopropyl ester 4-nitro-phenyl ester|CHEMBL2114316

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

Standard InChI:  InChI=1S/C11H16NO6P/c1-4-16-19(15,17-9(2)3)18-11-7-5-10(6-8-11)12(13)14/h5-9H,4H2,1-3H3/t19-/m0/s1

Standard InChI Key:  PSUNTQOMZQDQME-IBGZPJMESA-N

Molfile:  

     RDKit          2D

 19 19  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
    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
    2.6622   -1.6090    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
    4.8938    0.3887    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
    2.8502   -2.4114    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
    2.8628    0.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3 10  2  0
  4  2  1  0
  1  5  1  6
  6  1  2  0
  7  2  2  0
  8  1  1  0
  9  1  1  0
 10 14  1  0
 11 13  2  0
 12  5  1  0
 13 12  1  0
 14 12  2  0
 15  8  1  0
 16  9  1  0
 17 15  1  0
 18 15  1  0
 19 16  1  0
 11  3  1  0
M  CHG  2   2   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2114316

   Ethyl (4-nitrophenyl) propan-2-yl 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: 289.22

Molecular Weight (Monoisotopic): 289.0715

AlogP: 3.54

#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: 2.84

CX LogD: 2.84

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.43

Np Likeness Score: -0.68

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