2-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1-methyl-piperidinium

ID: ALA609143

PubChem CID: 15487524

Max Phase: Preclinical

Molecular Formula: C14H18ClNO

Molecular Weight: 251.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCCC1CC(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C14H18ClNO/c1-16-9-3-2-4-13(16)10-14(17)11-5-7-12(15)8-6-11/h5-8,13H,2-4,9-10H2,1H3

Standard InChI Key:  DVTHHYNAMYAJBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    2.3892   -1.4321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747   -0.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -0.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    1.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458    1.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    2.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892   -2.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    3.5179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747   -2.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -2.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  2  1  0
  4  1  1  0
  5  3  1  0
  6  3  2  0
  7  5  2  0
  8  5  1  0
  9 12  1  0
 10  1  1  0
 11  1  1  0
 12  8  2  0
 13  7  1  0
 14  9  1  0
 15  4  1  0
 16 11  1  0
 17 16  1  0
 17 15  1  0
  9 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA609143

   1-(4-Chlorophenyl)-2-(1-methylpiperidin-2-yl)ethanone

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: 251.76

Molecular Weight (Monoisotopic): 251.1077

AlogP: 3.40

#Rotatable Bonds: 3

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.34

CX LogP: 3.17

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.77

Np Likeness Score: -0.39

References

1. Villeneuve G, Cécyre D, Lejeune H, Drouin M, Lan R, Quirion R..  (2003)  Rigidified acetylcholine mimics: conformational requirements for binding to neuronal nicotinic receptors.,  13  (21): [PMID:14552793] [10.1016/s0960-894x(03)00728-5]

Source

Source(1):

• Scientific Literature