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

ID: ALA4092488

PubChem CID: 137652988

Max Phase: Preclinical

Molecular Formula: C20H16BF3N2O5

Molecular Weight: 432.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(B(O)O)c(NC(=O)c2ccc(Oc3ccc(C(F)(F)F)cc3)nc2)c1

Standard InChI:  InChI=1S/C20H16BF3N2O5/c1-30-15-7-8-16(21(28)29)17(10-15)26-19(27)12-2-9-18(25-11-12)31-14-5-3-13(4-6-14)20(22,23)24/h2-11,28-29H,1H3,(H,26,27)

Standard InChI Key:  DUHPSCWTWCJXFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   20.6412  -10.6514    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   15.6813  -11.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9679  -10.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9756   -9.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2692   -9.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5593   -9.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5558  -10.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2601  -11.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5307   -9.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8206   -9.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8149  -10.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1032  -11.0468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3931  -10.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4022   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1139   -9.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5322   -8.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2332   -9.8281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9470   -9.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6530   -9.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3668   -9.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3724   -8.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6643   -8.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9506   -8.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8531   -9.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8561   -8.5685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1439   -9.7917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1423   -8.9767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.9276  -11.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3429  -11.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6690   -7.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3790   -6.9742    0.0000 C   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
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092488

   ---

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: 432.16

Molecular Weight (Monoisotopic): 432.1104

AlogP: ┄

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#RO5 Violations: ┄

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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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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