[(1S)-1-((2'S)-(3'-Mercapto-2'-methylpropanamido))-1-(4'-methylphenyl)methyl]boronic Acid

ID: ALA4472399

PubChem CID: 155535451

Max Phase: Preclinical

Molecular Formula: C12H18BNO3S

Molecular Weight: 267.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@@H](NC(=O)[C@H](C)CS)B(O)O)cc1

Standard InChI:  InChI=1S/C12H18BNO3S/c1-8-3-5-10(6-4-8)11(13(16)17)14-12(15)9(2)7-18/h3-6,9,11,16-18H,7H2,1-2H3,(H,14,15)/t9-,11-/m1/s1

Standard InChI Key:  JPGSBBIDSWFANO-MWLCHTKSSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   22.8210   -5.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5287   -5.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2405   -5.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9523   -5.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6642   -5.7575    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   26.3760   -5.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6642   -6.5789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9523   -4.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5287   -4.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1143   -5.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4055   -5.7540    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8189   -6.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6613   -4.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6617   -3.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9540   -2.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2445   -3.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2476   -4.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9529   -2.0771    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 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  8  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4472399

   ---

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: 267.16

Molecular Weight (Monoisotopic): 267.1100

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CX Acidic pKa: ┄

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QED Weighted: ┄

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