ethyl hydrogen 2-phenylethylphosphonate

ID: ALA227517

PubChem CID: 16076987

Max Phase: Preclinical

Molecular Formula: C10H15O3P

Molecular Weight: 214.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(O)CCc1ccccc1

Standard InChI:  InChI=1S/C10H15O3P/c1-2-13-14(11,12)9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3,(H,11,12)

Standard InChI Key:  GZUDEZNVOZREBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    5.4027   -2.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -3.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -3.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8328   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8300   -2.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1146   -2.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5429   -2.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2589   -2.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9718   -2.2966    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.6833   -1.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3881   -3.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5556   -1.5843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4007   -2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1122   -1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  0
  3  4  2  0
  7  8  1  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
  9 12  2  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA227517

   Ethoxy(phenethyl)phosphinic acid

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: 214.20

Molecular Weight (Monoisotopic): 214.0759

AlogP: 2.45

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.93

CX Basic pKa: ┄

CX LogP: 1.72

CX LogD: -0.59

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.77

Np Likeness Score: 0.24

References

1. Gobec S, Plantan I, Mravljak J, Svajger U, Wilson RA, Besra GS, Soares SL, Appelberg R, Kikelj D..  (2007)  Design, synthesis, biochemical evaluation and antimycobacterial action of phosphonate inhibitors of antigen 85C, a crucial enzyme involved in biosynthesis of the mycobacterial cell wall.,  42  (1): [PMID:17010479] [10.1016/j.ejmech.2006.08.007]

Source

Source(1):

• Scientific Literature