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

ID: ALA2114312

PubChem CID: 11393558

Max Phase: Preclinical

Molecular Formula: C15H16NO6P

Molecular Weight: 337.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoric Acid Isopropyl Ester 4-Nitro-Phenyl Ester Phenyl Ester | Phosphoric acid isopropyl ester 4-nitro-phenyl ester phenyl ester|CHEMBL2114312

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

Standard InChI:  InChI=1S/C15H16NO6P/c1-12(2)20-23(19,21-14-6-4-3-5-7-14)22-15-10-8-13(9-11-15)16(17)18/h3-12H,1-2H3/t23-/m0/s1

Standard InChI Key:  NOJFFNGZHHRORS-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.2792   -1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -0.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -0.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -1.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -1.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917   -1.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -1.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625    0.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208   -0.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2250   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3 11  1  0
  4  1  1  0
  1  5  1  6
  6  1  2  0
  7  1  1  0
  8  2  1  0
  9  2  2  0
 10 14  1  0
 11 15  2  0
 12  4  1  0
 13  5  1  0
 14 12  2  0
 15 12  1  0
 16  7  1  0
 17 13  2  0
 18 13  1  0
 19 16  1  0
 20 16  1  0
 21 17  1  0
 22 18  2  0
 23 22  1  0
 10  3  2  0
 21 23  2  0
M  CHG  2   2   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2114312

   Phosphoric acid isopropyl 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: 337.27

Molecular Weight (Monoisotopic): 337.0715

AlogP: 4.59

#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: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -0.63

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