ID: ALA5190189

PubChem CID: 168283682

Max Phase: Preclinical

Molecular Formula: C20H22ClN

Molecular Weight: 311.86

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)C1CC2CCCN1CCc1ccccc1

Standard InChI:  InChI=1S/C20H22ClN/c21-17-8-9-18-16-7-4-11-22(20(13-16)19(18)14-17)12-10-15-5-2-1-3-6-15/h1-3,5-6,8-9,14,16,20H,4,7,10-13H2

Standard InChI Key:  DNKOFAGMIMGCMM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -2.3527   -1.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -0.7531    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -1.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -2.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -1.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405   -2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843   -2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843   -0.5823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    0.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9336    1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7515    1.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0672    1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650    2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471    2.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314    1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405   -0.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -1.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -1.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 18 13  2  0
 17 18  1  0
 19 10  1  0
 20 19  1  0
  5 20  2  0
 20 21  1  0
 21  1  2  0
 19 22  1  0
 22  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190189

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.86

Molecular Weight (Monoisotopic): 311.1441

AlogP: 5.21

#Rotatable Bonds: 3

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.37

CX LogP: 5.33

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.29

References

1. Walby GD, Martin SF..  (2022)  Preparation of novel analogs of 2-arylpiperidines and evaluation of their sigma receptor binding affinities.,  235  [PMID:35395511] [10.1016/j.ejmech.2022.114310]

Source

Source(1):

• Scientific Literature