alpha-Sulfanyl(2,4-dichlorobenzyl)phosphonic acid

ID: ALA1173797

Max Phase: Preclinical

Molecular Formula: C7H7Cl2O3PS

Molecular Weight: 273.08

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alpha-Sulfanyl(2,4-Dichlorobenzyl)Phosphonic Acid

Canonical SMILES:  O=P(O)(O)C(S)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C7H7Cl2O3PS/c8-4-1-2-5(6(9)3-4)7(14)13(10,11)12/h1-3,7,14H,(H2,10,11,12)

Standard InChI Key:  WJVBVZOYOCLGPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.1246   -4.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -4.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -3.6080    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101   -3.6080    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956   -3.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9976   -4.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226   -2.8935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -5.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -6.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -6.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101   -6.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101   -5.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -7.3205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5535   -4.8455    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0
  2  8  2  0
  8  9  1  0
  4  5  2  0
  9 10  2  0
  1  3  1  0
 10 11  1  0
  4  6  1  0
 11 12  2  0
 12  2  1  0
  1  2  1  0
 10 13  1  0
  4  7  1  0
  8 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1173797

   ---

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: 273.08

Molecular Weight (Monoisotopic): 271.9231

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.50

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.57

Np Likeness Score: -0.64

References

1. Lassaux P, Hamel M, Gulea M, Delbrück H, Mercuri PS, Horsfall L, Dehareng D, Kupper M, Frère JM, Hoffmann K, Galleni M, Bebrone C..  (2010)  Mercaptophosphonate compounds as broad-spectrum inhibitors of the metallo-beta-lactamases.,  53  (13): [PMID:20527888] [10.1021/jm100213c]

Source

Source(1):

• Scientific Literature