{5-Fluoro-2-[({6-[4-(trifluoromethyl)phenoxy]pyridin-3-yl}carbonyl)amino]phenyl}boronic acid

ID: ALA4084740

PubChem CID: 137646352

Max Phase: Preclinical

Molecular Formula: C19H13BF4N2O4

Molecular Weight: 420.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)cc1B(O)O)c1ccc(Oc2ccc(C(F)(F)F)cc2)nc1

Standard InChI:  InChI=1S/C19H13BF4N2O4/c21-13-4-7-16(15(9-13)20(28)29)26-18(27)11-1-8-17(25-10-11)30-14-5-2-12(3-6-14)19(22,23)24/h1-10,28-29H,(H,26,27)

Standard InChI Key:  DAKUMZSEWNHPOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   16.7668  -10.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0533  -10.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0610   -9.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3547   -9.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6447   -9.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6413  -10.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3456  -10.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6162   -9.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9060   -9.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9004  -10.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1887  -10.9561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4785  -10.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4877   -9.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1994   -9.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6177   -8.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3187   -9.7373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0324   -9.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7385   -9.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4522   -9.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4579   -8.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7498   -8.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0360   -8.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7314  -10.5578    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   13.9386   -9.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9416   -8.4777    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2293   -9.7009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2278   -8.8859    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.0202  -10.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4355  -10.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1679   -8.1133    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  2  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8 15  2  0
  8 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 18 23  1  0
 16 17  1  0
 12  1  1  0
  5 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 23 29  1  0
 20 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084740

   ---

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: 420.13

Molecular Weight (Monoisotopic): 420.0905

AlogP: ┄

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HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

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CX LogD: ┄

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Np Likeness Score: ┄

References

1. Ogiyama T, Yamaguchi M, Kurikawa N, Honzumi S, Yamamoto Y, Sugiyama D, Takakusa H, Inoue SI..  (2017)  Identification of a novel hormone sensitive lipase inhibitor with a reduced potential of reactive metabolites formation.,  25  (7): [PMID:28279560] [10.1016/j.bmc.2017.02.045]

Source

Source(1):

• Scientific Literature