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

ID: ALA2114317

PubChem CID: 71456281

Max Phase: Preclinical

Molecular Formula: C10H14NO6P

Molecular Weight: 275.20

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Isopropyl Ester Methyl Ester 4-Nitro-Phenyl Ester | Phosphoric acid isopropyl ester methyl ester 4-nitro-phenyl ester|CHEMBL2114317

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

Standard InChI:  InChI=1S/C10H14NO6P/c1-8(2)16-18(14,15-3)17-10-6-4-9(5-7-10)11(12)13/h4-8H,1-3H3/t18-/m0/s1

Standard InChI Key:  SOWPEYSRAIOKBM-SFHVURJKSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.2792   -1.0167    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -0.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792   -1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542    0.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -1.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4875   -0.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417   -2.9667    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
 11  3  1  0
M  CHG  2   2   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2114317

   Methyl (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: 275.20

Molecular Weight (Monoisotopic): 275.0559

AlogP: 3.15

#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: 2.49

CX LogD: 2.49

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.45

Np Likeness Score: -0.64

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