{2-[2-(4-{[5-(dimethylcarbamoyl)pyridin-2-yl]oxy}piperidin-1-yl)-2-oxoethyl]phenyl}boronic acid

ID: ALA4093246

PubChem CID: 137654706

Max Phase: Preclinical

Molecular Formula: C21H26BN3O5

Molecular Weight: 411.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(OC2CCN(C(=O)Cc3ccccc3B(O)O)CC2)nc1

Standard InChI:  InChI=1S/C21H26BN3O5/c1-24(2)21(27)16-7-8-19(23-14-16)30-17-9-11-25(12-10-17)20(26)13-15-5-3-4-6-18(15)22(28)29/h3-8,14,17,28-29H,9-13H2,1-2H3

Standard InChI Key:  SFPKXCDZSAEQNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.9502  -21.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6582  -21.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3679  -21.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3650  -20.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6564  -20.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6580  -22.6818    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   21.9502  -23.0902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3656  -23.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2421  -21.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5347  -21.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8267  -21.8626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5354  -20.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1221  -21.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4162  -21.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4113  -22.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1185  -23.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8306  -22.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7017  -23.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9959  -22.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0024  -21.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2974  -21.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5868  -21.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5857  -22.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2913  -23.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8805  -21.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8831  -20.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1714  -21.8357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4650  -21.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1688  -22.6529    0.0000 C   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
  3  7  1  0
  7  8  1  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093246

   ---

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: 411.27

Molecular Weight (Monoisotopic): 411.1966

AlogP: ┄

#Rotatable Bonds: ┄

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Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

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QED Weighted: ┄

Np Likeness Score: ┄

References

1. Ogiyama T, Yamaguchi M, Kurikawa N, Honzumi S, Terayama K, Nagaoka N, Yamamoto Y, Kimura T, Sugiyama D, Inoue SI..  (2017)  Design, synthesis, and pharmacological evaluation of a novel series of hormone sensitive lipase inhibitor.,  25  (17): [PMID:28756012] [10.1016/j.bmc.2017.07.028]

Source

Source(1):

• Scientific Literature