2-methyl-3-(2-oxo-2-(4-(pyridin-2-yl)piperazin-1-yl)ethoxy)-4H-pyran-4-one

ID: ALA4745101

PubChem CID: 162647828

Max Phase: Preclinical

Molecular Formula: C17H19N3O4

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1occc(=O)c1OCC(=O)N1CCN(c2ccccn2)CC1

Standard InChI:  InChI=1S/C17H19N3O4/c1-13-17(14(21)5-11-23-13)24-12-16(22)20-9-7-19(8-10-20)15-4-2-3-6-18-15/h2-6,11H,7-10,12H2,1H3

Standard InChI Key:  NRDGGXWFKCOMMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   37.7916  -17.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7905  -18.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4985  -19.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2082  -18.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2053  -17.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4967  -17.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9165  -19.0644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9178  -19.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6236  -18.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3319  -19.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3332  -19.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0416  -20.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6262  -20.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0429  -21.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7486  -19.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4570  -20.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.8737  -21.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1604  -19.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8724  -20.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5763  -19.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5743  -19.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8622  -18.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1522  -19.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4418  -18.6549    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
  4  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  8 13  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 12 14  2  0
 12 15  1  0
 15 16  1  0
 16 18  1  0
 19 17  2  0
 18 19  1  0
 18 23  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745101

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.36

Molecular Weight (Monoisotopic): 329.1376

AlogP: 1.07

#Rotatable Bonds: 4

Polar Surface Area: 75.88

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 0.89

CX LogD: 0.85

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -1.57

References

1. Xiang S,Huang D,He Q,Li J,Tam KY,Zhang SL,He Y.  (2020)  Development of dual inhibitors targeting pyruvate dehydrogenase kinases and human lactate dehydrogenase A: High-throughput virtual screening, synthesis and biological validation.,  203  [PMID:32688200] [10.1016/j.ejmech.2020.112579]

Source

Source(1):

• Scientific Literature