1-Methyl-2-[2-oxo-3,4-dihydro-2H-naphthalen-(1E)-ylidenemethyl]-piperidinium

ID: ALA609146

PubChem CID: 44350132

Max Phase: Preclinical

Molecular Formula: C17H21NO

Molecular Weight: 255.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCCC1/C=C1/C(=O)CCc2ccccc21

Standard InChI:  InChI=1S/C17H21NO/c1-18-11-5-4-7-14(18)12-16-15-8-3-2-6-13(15)9-10-17(16)19/h2-3,6,8,12,14H,4-5,7,9-11H2,1H3/b16-12+

Standard InChI Key:  IKOISXUHUSCVOV-FOWTUZBSSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.0159    0.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    2.3219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -0.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304   -0.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -0.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304   -0.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    0.2594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159   -1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    2.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4130    2.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4130    0.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4130    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4130   -1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275    2.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -0.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275    1.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -0.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  5  1  0
  4  1  1  0
  5  2  1  0
  6  1  1  0
  7  4  2  0
  8  6  1  0
  9  6  2  0
 10  8  1  0
 11  3  1  0
 12  3  1  0
 13  4  1  0
 14  5  1  0
 15  7  1  0
 16 18  1  0
 17 13  2  0
 18 14  1  0
 19 17  1  0
  7 10  1  0
 19 15  2  0
 16 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA609146

   (1E)-1-[(1-methylpiperidin-2-yl)methylidene]-3,4-dihydronaphthalen-2-one

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: 255.36

Molecular Weight (Monoisotopic): 255.1623

AlogP: 3.07

#Rotatable Bonds: 1

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: 7.82

CX LogP: 3.56

CX LogD: 3.00

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 0.25

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