1,1-diethyl-4-(3-(trifluoromethyl)phenyl)piperazin-1-ium iodide

ID: ALA3745846

PubChem CID: 127039014

Max Phase: Preclinical

Molecular Formula: C15H22F3IN2

Molecular Weight: 287.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+]1(CC)CCN(c2cccc(C(F)(F)F)c2)CC1.[I-]

Standard InChI:  InChI=1S/C15H22F3N2.HI/c1-3-20(4-2)10-8-19(9-11-20)14-7-5-6-13(12-14)15(16,17)18;/h5-7,12H,3-4,8-11H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  NQBPPIDFQHMGCW-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -7.5360    1.3415    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4955    0.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4932   -0.4562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5630    1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -2.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5335    0.1417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0631    0.3833    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  7  5  1  0
  4  6  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 11 14  1  0
 18  2  1  0
  2 20  1  0
M  CHG  2   5   1  21  -1
M  END

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: 287.35

Molecular Weight (Monoisotopic): 287.1730

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 3.24

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.64

CX LogD: -0.64

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -1.13

References

1. Quadri M, Papke RL, Horenstein NA..  (2016)  Dissection of N,N-diethyl-N'-phenylpiperazines as α7 nicotinic receptor silent agonists.,  24  (2): [PMID:26707847] [10.1016/j.bmc.2015.12.017]

Source

Source(1):

• Scientific Literature