(S)-N-(2-chlorobenzyl)quinuclidin-3-amine

ID: ALA4225359

PubChem CID: 834565

Max Phase: Preclinical

Molecular Formula: C14H19ClN2

Molecular Weight: 250.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccccc1CN[C@@H]1CN2CCC1CC2

Standard InChI:  InChI=1S/C14H19ClN2/c15-13-4-2-1-3-12(13)9-16-14-10-17-7-5-11(14)6-8-17/h1-4,11,14,16H,5-10H2/t14-/m1/s1

Standard InChI Key:  XYDUAQOXABFATD-CQSZACIVSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    5.8277  -17.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1018  -16.6857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6807  -16.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877  -17.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2274  -15.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9636  -15.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849  -16.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010  -15.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2732  -15.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702  -15.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721  -15.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642  -15.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7524  -14.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0433  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4542  -14.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3821  -16.6435    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  6
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4225359

   (3S)-N-[(2-chlorophenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine

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: 250.77

Molecular Weight (Monoisotopic): 250.1237

AlogP: 2.52

#Rotatable Bonds: 3

Polar Surface Area: 15.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.70

CX LogP: 2.51

CX LogD: 1.19

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -0.85

References

1. Sparling BA, DiMauro EF..  (2017)  Progress in the discovery of small molecule modulators of the Cys-loop superfamily receptors.,  27  (15): [PMID:28606760] [10.1016/j.bmcl.2017.04.073]

Source

Source(1):

• Scientific Literature