N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)-1-(pyridin-2-yl)-1H-1,2,3-triazole-4-carboxamide

ID: ALA4455345

PubChem CID: 142419827

Max Phase: Preclinical

Molecular Formula: C15H12BN5O3

Molecular Weight: 321.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2c(c1)B(O)OC2)c1cn(-c2ccccn2)nn1

Standard InChI:  InChI=1S/C15H12BN5O3/c22-15(13-8-21(20-19-13)14-3-1-2-6-17-14)18-11-5-4-10-9-24-16(23)12(10)7-11/h1-8,23H,9H2,(H,18,22)

Standard InChI Key:  WGDKUVUCWKWKDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.2510   -4.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0705   -4.9800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -4.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0701   -3.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2474   -3.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -4.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3024   -4.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7826   -4.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5639   -4.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5641   -3.8627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829   -3.6060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2710   -5.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2719   -5.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9823   -4.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6946   -5.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6930   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4045   -6.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4013   -4.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1133   -5.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1206   -5.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9059   -6.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3813   -5.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8940   -4.8199    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   12.1395   -4.0364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3  7  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 20  2  0
 19 18  2  0
 18 15  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4455345

   ---

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: 321.11

Molecular Weight (Monoisotopic): 321.1033

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References

1. Fernandes GFS, Denny WA, Dos Santos JL..  (2019)  Boron in drug design: Recent advances in the development of new therapeutic agents.,  179  [PMID:31288128] [10.1016/j.ejmech.2019.06.092]

2. Mowbray CE, Braillard S, Glossop PA, Whitlock GA, Jacobs RT, Speake J, Pandi B, Nare B, Maes L, Yardley V, Freund Y, Wall RJ, Carvalho S, Bello D, Van den Kerkhof M, Caljon G, Gilbert IH, Corpas-Lopez V, Lukac I, Patterson S, Zuccotto F, Wyllie S..  (2021)  DNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis.,  64  (21.0): [PMID:34711050] [10.1021/acs.jmedchem.1c01437]

Source

Source(1):

• Scientific Literature