4-(4-carbamoylphenyl)-1,1-diethylpiperazin-1-ium iodide

ID: ALA3745917

PubChem CID: 127042155

Max Phase: Preclinical

Molecular Formula: C15H24IN3O

Molecular Weight: 262.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+]1(CC)CCN(c2ccc(C(N)=O)cc2)CC1.[I-]

Standard InChI:  InChI=1S/C15H23N3O.HI/c1-3-18(4-2)11-9-17(10-12-18)14-7-5-13(6-8-14)15(16)19;/h5-8H,3-4,9-12H2,1-2H3,(H-,16,19);1H

Standard InChI Key:  LFICDQKLCIXIPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    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
   -6.5018    3.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5058    4.9420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5392    3.1388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0631    1.1305    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  4  2  1  0
  1  3  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  8 11  1  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
M  CHG  2   2   1  20  -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: 262.38

Molecular Weight (Monoisotopic): 262.1914

AlogP: 1.46

#Rotatable Bonds: 4

Polar Surface Area: 46.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.67

CX LogD: -2.67

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.84

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