ID: ALA5189158

PubChem CID: 123841550

Max Phase: Preclinical

Molecular Formula: C22H24F3NO

Molecular Weight: 375.43

Names and Identifiers

Canonical SMILES:  OCCCN1CCCC2CC1c1cc(-c3ccc(C(F)(F)F)cc3)ccc12

Standard InChI:  InChI=1S/C22H24F3NO/c23-22(24,25)18-7-4-15(5-8-18)16-6-9-19-17-3-1-10-26(11-2-12-27)21(14-17)20(19)13-16/h4-9,13,17,21,27H,1-3,10-12,14H2

Standard InChI Key:  ONAFBVDWEXCSIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -0.7668   -0.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812   -0.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524   -1.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6620   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2454   -1.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703   -1.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536   -0.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703    0.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    0.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039    0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    1.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375    1.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2454    0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6620   -0.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524   -0.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -0.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081   -0.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081    0.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    0.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228    1.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375    0.7040    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228    1.9418    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375    1.5292    0.0000 F   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
 15 10  1  0
 16 15  1  0
  5 16  2  0
 16 17  1  0
 17  1  2  0
 15 18  1  0
 18  6  1  0
 19  2  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
  2 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5189158

   ---

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: 375.43

Molecular Weight (Monoisotopic): 375.1810

AlogP: 5.38

#Rotatable Bonds: 4

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.75

CX LogP: 4.61

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -0.14

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