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

ID: ALA4100232

PubChem CID: 137658606

Max Phase: Preclinical

Molecular Formula: C19H13BF4N2O4

Molecular Weight: 420.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(F)ccc1B(O)O)c1ccc(Oc2ccc(C(F)(F)F)cc2)nc1

Standard InChI:  InChI=1S/C19H13BF4N2O4/c21-13-4-7-15(20(28)29)16(9-13)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:  IUOPIWCOOAVRRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   20.5173  -10.6514    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   15.5575  -11.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8441  -10.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8517   -9.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1454   -9.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4355   -9.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4320  -10.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1363  -11.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4069   -9.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6968   -9.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6911  -10.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9794  -11.0468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2693  -10.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2784   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9901   -9.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4084   -8.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1094   -9.8281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8232   -9.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5292   -9.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2430   -9.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2486   -8.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5405   -8.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8268   -8.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7293   -9.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7323   -8.5685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0201   -9.7917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0185   -8.9767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.8038  -11.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2191  -11.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5452   -7.3788    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  2  3  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 16  2  0
  9 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 19  1  1  0
 17 18  1  0
 13  2  1  0
  6 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100232

   ---

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: ┄

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#RO5 Violations: ┄

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HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

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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