[(1R)-1-((2'S)-(3'-Mercapto-2'-methylpropanamido))-2-(3'-benzofuran)ethyl]boronic Acid

ID: ALA4439726

PubChem CID: 155514065

Max Phase: Preclinical

Molecular Formula: C14H18BNO4S

Molecular Weight: 307.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CS)C(=O)N[C@@H](Cc1coc2ccccc12)B(O)O

Standard InChI:  InChI=1S/C14H18BNO4S/c1-9(8-21)14(17)16-13(15(18)19)6-10-7-20-12-5-3-2-4-11(10)12/h2-5,7,9,13,18-19,21H,6,8H2,1H3,(H,16,17)/t9-,13+/m1/s1

Standard InChI Key:  RHFFZKGRUWBIGC-RNCFNFMXSA-N

Molfile:  

 
     RDKit          2D

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   33.9149  -12.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6268  -12.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3345  -12.7945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0463  -12.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7582  -12.7945    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   37.4700  -12.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7582  -13.6158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0463  -11.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7540  -11.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4989  -11.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0457  -10.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6336  -10.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8378  -10.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2958   -9.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5434   -8.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3414   -8.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8849   -9.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6268  -11.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2083  -12.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4995  -12.7909    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.9129  -13.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  1
  5  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 13 12  2  0
 13  9  1  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
  2 18  2  0
  1 19  1  0
 19 20  1  0
  1 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4439726

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.18

Molecular Weight (Monoisotopic): 307.1050

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References

1. Wang YL, Liu S, Yu ZJ, Lei Y, Huang MY, Yan YH, Ma Q, Zheng Y, Deng H, Sun Y, Wu C, Yu Y, Chen Q, Wang Z, Wu Y, Li GB..  (2019)  Structure-Based Development of (1-(3'-Mercaptopropanamido)methyl)boronic Acid Derived Broad-Spectrum, Dual-Action Inhibitors of Metallo- and Serine-β-lactamases.,  62  (15): [PMID:31269398] [10.1021/acs.jmedchem.9b00735]

Source

Source(1):

• Scientific Literature