(R)-3-(4-(aminomethyl)benzamido)-8-carboxy-2,2-dihydroxy-3,4-dihydro-2H-benzo[e][1,2]oxaborinin-2-uide

ID: ALA4461260

PubChem CID: 121488102

Max Phase: Preclinical

Molecular Formula: C17H18BN2O6-

Molecular Weight: 357.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc(C(=O)N[C@H]2Cc3cccc(C(=O)O)c3O[B-]2(O)O)cc1

Standard InChI:  InChI=1S/C17H18BN2O6/c19-9-10-4-6-11(7-5-10)16(21)20-14-8-12-2-1-3-13(17(22)23)15(12)26-18(14,24)25/h1-7,14,24-25H,8-9,19H2,(H,20,21)(H,22,23)/q-1/t14-/m0/s1

Standard InChI Key:  QLXKUYDHLJOWQG-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    8.6055   -8.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251   -7.5008    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    8.1982   -7.4962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1678   -7.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8820   -7.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8792   -6.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1661   -6.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4512   -7.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4552   -6.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7468   -6.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0297   -6.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -7.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -6.2601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3213   -5.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6076   -5.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0402   -5.0270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1687   -8.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4569   -9.1572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8813   -9.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6107   -4.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8978   -3.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1818   -4.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786   -5.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8915   -5.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4689   -3.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529   -4.1820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  2  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
  2 12  1  0
 11 13  1  1
 13 14  1  0
 14 15  1  0
 14 16  2  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 15 24  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
M  CHG  1   2  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4461260

   ---

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: 357.15

Molecular Weight (Monoisotopic): 357.1263

AlogP: ┄

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HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

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QED Weighted: ┄

Np Likeness Score: ┄

References

1. Douafer H, Andrieu V, Phanstiel O, Brunel JM..  (2019)  Antibiotic Adjuvants: Make Antibiotics Great Again!,  62  (19): [PMID:31063379] [10.1021/acs.jmedchem.8b01781]

2. Guo H, Cheng K, Gao Y, Bai W, Wu C, He W, Li C, Li Z..  (2020)  A novel potent metal-binding NDM-1 inhibitor was identified by fragment virtual, SPR and NMR screening.,  28  (9): [PMID:32229085] [10.1016/j.bmc.2020.115437]

Source

Source(1):

• Scientific Literature