9-Oxo-9-(4-(4-(trifluoromethyl)phenyl)piperazin-1-yl)nonanoic acid

ID: ALA4793848

PubChem CID: 71523643

Max Phase: Preclinical

Molecular Formula: C20H27F3N2O3

Molecular Weight: 400.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCCCCCCC(=O)N1CCN(c2ccc(C(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C20H27F3N2O3/c21-20(22,23)16-8-10-17(11-9-16)24-12-14-25(15-13-24)18(26)6-4-2-1-3-5-7-19(27)28/h8-11H,1-7,12-15H2,(H,27,28)

Standard InChI Key:  IRQWPZTVZZRGMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.5735   -3.0005    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5776   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8637   -2.5883    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8629   -2.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2674   -2.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0805   -2.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4952   -2.1901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0866   -1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2674   -1.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0446   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6330   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8125   -1.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4025   -2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8149   -2.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6341   -2.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1681   -1.4711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.3124   -2.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7178   -2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7242   -1.4880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5349   -2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9403   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7575   -3.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1629   -4.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9800   -4.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3854   -5.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2026   -5.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6080   -5.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6144   -4.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 10  1  0
 13  2  1  0
  2 16  1  0
  7 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793848

   9-Oxo-9-[4-[4-(trifluoromethyl)phenyl]piperazin-1-yl]nonanoic acid

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: 400.44

Molecular Weight (Monoisotopic): 400.1974

AlogP: 4.17

#Rotatable Bonds: 9

Polar Surface Area: 60.85

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.57

CX Basic pKa: 2.85

CX LogP: 3.95

CX LogD: 1.32

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -0.98

References

1. Devine R,Kelada M,Leonard S,Martin DSD,Walsh JMD,Breen CJ,Driver RB,Kinsella GK,Findlay JBC,Stephens JC.  (2020)  Design, synthesis, and biological evaluation of aryl piperazines with potential as antidiabetic agents via the stimulation of glucose uptake and inhibition of NADH:ubiquinone oxidoreductase.,  202  [PMID:32645646] [10.1016/j.ejmech.2020.112416]

Source

Source(1):

• Scientific Literature