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

ID: ALA2114315

PubChem CID: 12705482

Max Phase: Preclinical

Molecular Formula: C9H12NO6P

Molecular Weight: 261.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Ethyl Ester Methyl Ester 4-Nitro-Phenyl Ester | Phosphoric acid ethyl ester methyl ester 4-nitro-phenyl ester|CHEMBL2114315

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

Standard InChI:  InChI=1S/C9H12NO6P/c1-3-15-17(13,14-2)16-9-6-4-8(5-7-9)10(11)12/h4-7H,3H2,1-2H3/t17-/m0/s1

Standard InChI Key:  YOMNJRBOMBSLAR-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    7.6962   -0.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0230   -0.9162    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.8758   -0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1210   -0.9038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1002    0.5205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020   -0.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6144   -1.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4760   -0.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4510    0.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2276   -0.7039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -1.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264    0.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6389   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -2.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  6
  3  1  1  0
  4  1  1  0
  5  1  2  0
  6 12  1  0
  7  2  2  0
  8  3  2  0
  9  3  1  0
 10  2  1  0
 11  2  1  0
 12 13  1  0
 13  9  2  0
 14  8  1  0
 15 11  1  0
 16 10  1  0
 17 15  1  0
 12 14  2  0
M  CHG  2   1   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2114315

   Phosphoric acid ethyl ester methyl ester 4-nitro-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: 261.17

Molecular Weight (Monoisotopic): 261.0402

AlogP: 2.76

#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: 2.07

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.44

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