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

ID: ALA4745224

PubChem CID: 162648711

Max Phase: Preclinical

Molecular Formula: C19H21FN2O4

Molecular Weight: 360.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1occc(=O)c1OCCN1CCN(C(=O)c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C19H21FN2O4/c1-14-18(17(23)6-12-25-14)26-13-11-21-7-9-22(10-8-21)19(24)15-2-4-16(20)5-3-15/h2-6,12H,7-11,13H2,1H3

Standard InChI Key:  AHYWOCBRZPCRAD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.7051   -1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4170   -1.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9935   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2838   -1.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2795   -2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9912   -2.8034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7071   -2.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9954   -0.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4185   -2.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1288   -1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8407   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5525   -1.5725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2602   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5525   -2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9720   -1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9720   -2.3938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6839   -2.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2602   -2.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6839   -3.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.3957   -2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1075   -2.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8189   -2.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8193   -1.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1025   -1.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3941   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5306   -1.1649    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  7  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  3  8  2  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 13 15  1  0
 14 18  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 17 19  2  0
 17 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
M  END

Alternative Forms

1. Parent:

   

   ALA4745224

   ---

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: 360.38

Molecular Weight (Monoisotopic): 360.1485

AlogP: 1.92

#Rotatable Bonds: 5

Polar Surface Area: 62.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.54

CX LogP: 1.75

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -1.27

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