benzyl hydrogen acetylphosphonate

ID: ALA3359030

PubChem CID: 23272823

Max Phase: Preclinical

Molecular Formula: C9H11O4P

Molecular Weight: 214.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)P(=O)(O)OCc1ccccc1

Standard InChI:  InChI=1S/C9H11O4P/c1-8(10)14(11,12)13-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3,(H,11,12)

Standard InChI Key:  FBOBEABBTWLGJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    6.5705   -2.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1661   -2.8643    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.9831   -2.8596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -2.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -1.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1700   -3.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3957   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2129   -3.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6226   -4.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4390   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8444   -3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4273   -2.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6123   -2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  1  0
  5  2  1  0
  5  6  2  0
  2  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3359030

   Acetyl(phenylmethoxy)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: 214.16

Molecular Weight (Monoisotopic): 214.0395

AlogP: 1.94

#Rotatable Bonds: 4

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.88

CX Basic pKa: ┄

CX LogP: 0.92

CX LogD: -1.39

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.78

Np Likeness Score: 0.08

References

1. Masini T, Hirsch AK..  (2014)  Development of inhibitors of the 2C-methyl-D-erythritol 4-phosphate (MEP) pathway enzymes as potential anti-infective agents.,  57  (23): [PMID:25210872] [10.1021/jm5010978]

Source

Source(1):

• Scientific Literature