(S)-1-Methyl-2-[3-methyl-2-oxo-cyclohex-(Z)-ylidenemethyl]-pyrrolidinium

ID: ALA612093

PubChem CID: 44350168

Max Phase: Preclinical

Molecular Formula: C13H21NO

Molecular Weight: 207.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCC/C(=C/[C@@H]2CCCN2C)C1=O

Standard InChI:  InChI=1S/C13H21NO/c1-10-5-3-6-11(13(10)15)9-12-7-4-8-14(12)2/h9-10,12H,3-8H2,1-2H3/b11-9-/t10?,12-/m0/s1

Standard InChI Key:  DTYUINVVIMERIJ-GUMPQPAYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -0.9250   -0.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    1.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    1.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5375    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4958   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3875    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  5  1  0
  4  2  1  0
  5  1  1  0
  6  4  2  0
  7  4  1  0
  8  1  1  0
  9  1  1  0
 10  2  1  0
 11  5  1  0
 12  8  1  0
 13 10  1  0
 14 13  1  0
 15  7  1  0
  5 16  1  6
 12 11  1  0
 14  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA612093

   (6Z)-2-methyl-6-[[(2S)-1-methylpyrrolidin-2-yl]methylidene]cyclohexan-1-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: 207.32

Molecular Weight (Monoisotopic): 207.1623

AlogP: 2.40

#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: 8.21

CX LogP: 2.76

CX LogD: 1.89

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.62

Np Likeness Score: 0.67

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