[(1S)-1-((2'S)-(3'-Mercapto-2'-methylpropanamido))-1-(2'-naphthyl)methyl]boronic Acid

ID: ALA4444926

PubChem CID: 155517363

Max Phase: Preclinical

Molecular Formula: C15H18BNO3S

Molecular Weight: 303.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CS)C(=O)N[C@@H](B(O)O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C15H18BNO3S/c1-10(9-21)15(18)17-14(16(19)20)13-7-6-11-4-2-3-5-12(11)8-13/h2-8,10,14,19-21H,9H2,1H3,(H,17,18)/t10-,14-/m1/s1

Standard InChI Key:  IQMDPFNHBHCYOR-QMTHXVAHSA-N

Molfile:  

 
     RDKit          2D

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    5.0697  -15.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775  -14.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4893  -15.0397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2011  -14.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9130  -15.0397    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    8.6248  -14.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9130  -15.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2011  -13.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775  -13.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631  -14.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543  -15.0361    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0677  -15.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101  -13.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4932  -12.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964  -13.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2028  -12.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9084  -12.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6156  -12.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6184  -11.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9080  -10.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2037  -11.3639    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  6
  5  6  1  0
  5  7  1  0
  4  8  1  0
  2  9  2  0
  1 10  1  0
 10 11  1  0
  1 12  1  6
  8 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15  8  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4444926

   ---

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: 303.19

Molecular Weight (Monoisotopic): 303.1100

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Np Likeness Score: ┄

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