diisopropyl 2-mercaptophenylphosphonate

ID: ALA1172387

Cas Number: 149794-59-2

PubChem CID: 11659112

Max Phase: Preclinical

Molecular Formula: C12H19O3PS

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OP(=O)(OC(C)C)c1ccccc1S

Standard InChI:  InChI=1S/C12H19O3PS/c1-9(2)14-16(13,15-10(3)4)11-7-5-6-8-12(11)17/h5-10,17H,1-4H3

Standard InChI Key:  UAYRIRPCYIQVIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.4376   -1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.0441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376    0.7809    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376    1.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626    0.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    2.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    2.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0086    1.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6751    1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001    1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
  8 11  1  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 11 15  1  0
  3  4  2  0
 15 16  1  0
  4  8  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1172387

   CID 11659112

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: 274.32

Molecular Weight (Monoisotopic): 274.0793

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 35.53

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.14

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 2.43

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.66

Np Likeness Score: -0.55

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