1-Methyl-4-[4-(3-trifluoromethyl-phenyl)-but-3-enyl]-piperazine

ID: ALA162645

PubChem CID: 12730767

Max Phase: Preclinical

Molecular Formula: C16H21F3N2

Molecular Weight: 298.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CC/C=C/c2cccc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C16H21F3N2/c1-20-9-11-21(12-10-20)8-3-2-5-14-6-4-7-15(13-14)16(17,18)19/h2,4-7,13H,3,8-12H2,1H3/b5-2+

Standard InChI Key:  RMEPJCDUESJVLY-GORDUTHDSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.9083    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -0.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -0.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1708    1.7458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    1.8500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    1.3708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6208   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2208   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 12  1  0
  4 16  1  0
  5  2  1  0
  6  1  1  0
  7  1  1  0
  8  1  1  0
  9 15  1  0
 10  9  2  0
 11 13  1  0
 12 14  1  0
 13  4  1  0
 14  4  1  0
 15  5  2  0
 16 20  1  0
 17  3  1  0
 18  2  2  0
 19 18  1  0
 20 10  1  0
 21 19  2  0
 15 21  1  0
  3 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA162645

   1-methyl-4-[(E)-4-[3-(trifluoromethyl)phenyl]but-3-enyl]piperazine

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: 298.35

Molecular Weight (Monoisotopic): 298.1657

AlogP: 3.36

#Rotatable Bonds: 4

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 3.54

CX LogD: 2.48

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: -0.81

References

1. Glennon RA, Salley JJ, Steinsland OS, Nelson S..  (1981)  Synthesis and evaluation of novel alkylpiperazines as potential dopamine antagonists.,  24  (6): [PMID:7252977] [10.1021/jm00138a007]

Source

Source(1):

• Scientific Literature