6-(1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yloxy)nicotinic acid

ID: ALA1093374

Cas Number: 1187187-03-6

PubChem CID: 46884278

Max Phase: Preclinical

Molecular Formula: C13H10BNO5

Molecular Weight: 271.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(Oc2ccc3c(c2)COB3O)nc1

Standard InChI:  InChI=1S/C13H10BNO5/c16-13(17)8-1-4-12(15-6-8)20-10-2-3-11-9(5-10)7-19-14(11)18/h1-6,18H,7H2,(H,16,17)

Standard InChI Key:  WVARFNLPFXGESG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.8368   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355   -2.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -2.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229   -2.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5936   -2.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987   -1.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -2.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -2.7318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638   -1.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2641   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0506   -2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342   -1.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -1.2359    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -1.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299   -0.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4415   -1.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  1  0
  2  5  1  0
  2  3  1  0
  5  6  1  0
  3 13  2  0
  6  7  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
  1  2  2  0
 16 17  1  0
  7  8  1  0
  9 18  1  0
 12  4  2  0
 18 19  2  0
  8  9  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093374

   6-(1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yloxy)nicotinic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 271.04

Molecular Weight (Monoisotopic): 271.0652

AlogP: ┄

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HBA: ┄

HBD: ┄

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HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

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CX LogD: ┄

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QED Weighted: ┄

Np Likeness Score: ┄

References

1. Zhang YK, Plattner JJ, Akama T, Baker SJ, Hernandez VS, Sanders V, Freund Y, Kimura R, Bu W, Hold KM, Lu XS..  (2010)  Design and synthesis of boron-containing PDE4 inhibitors using soft-drug strategy for potential dermatologic anti-inflammatory application.,  20  (7): [PMID:20188549] [10.1016/j.bmcl.2010.02.010]

2. Xiao YC, Yu JL, Dai QQ, Li G, Li GB..  (2021)  Targeting Metalloenzymes by Boron-Containing Metal-Binding Pharmacophores.,  64  (24.0): [PMID:34875836] [10.1021/acs.jmedchem.1c01691]

Source

Source(1):

• Scientific Literature