(R)-3-(2-acetamido-2-boronoethyl)benzoic acid

ID: ALA1231367

PubChem CID: 5287795

Max Phase: Preclinical

Molecular Formula: C11H14BNO5

Molecular Weight: 251.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1cccc(C(=O)O)c1)B(O)O

Standard InChI:  InChI=1S/C11H14BNO5/c1-7(14)13-10(12(17)18)6-8-3-2-4-9(5-8)11(15)16/h2-5,10,17-18H,6H2,1H3,(H,13,14)(H,15,16)/t10-/m0/s1

Standard InChI Key:  OBZSRKUYUGJGIM-JTQLQIEISA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -0.6757   -0.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -1.2485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1047   -2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -2.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532    2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387    2.8765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    2.8765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388   -1.2485    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -0.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -0.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387    1.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    1.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532    1.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388   -2.0735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1 13  1  0
  2  3  1  0
  2 10  1  1
  4  3  1  0
  4  5  1  0
  4  6  2  0
  7  8  1  0
  7  9  2  0
  7 17  1  0
 10 11  1  0
 10 18  1  0
 13 12  2  0
 12 14  1  0
 15 13  1  0
 14 16  2  0
 15 17  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1231367

   1(R)-1-Acetamido-2-(3-carboxyphenyl)ethyl boronic 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: 251.05

Molecular Weight (Monoisotopic): 251.0965

AlogP: ┄

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HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

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References

1. González-Bello C, Rodríguez D, Pernas M, Rodríguez Á, Colchón E..  (2020)  β-Lactamase Inhibitors To Restore the Efficacy of Antibiotics against Superbugs.,  63  (5): [PMID:31663735] [10.1021/acs.jmedchem.9b01279]

Source

Source(1):

• Scientific Literature