4-(5-((3-(3-chlorobenzyl)piperidin-3-yl)methoxy)pyridin-3-yl)but-3-yn-1-ol

ID: ALA4541936

PubChem CID: 155551223

Max Phase: Preclinical

Molecular Formula: C22H25ClN2O2

Molecular Weight: 384.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCC#Cc1cncc(OCC2(Cc3cccc(Cl)c3)CCCNC2)c1

Standard InChI:  InChI=1S/C22H25ClN2O2/c23-20-7-3-6-18(11-20)13-22(8-4-9-24-16-22)17-27-21-12-19(14-25-15-21)5-1-2-10-26/h3,6-7,11-12,14-15,24,26H,2,4,8-10,13,16-17H2

Standard InChI Key:  FELNQYDJHSITSC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.6243  -26.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6243  -26.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3337  -27.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0389  -26.8641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0389  -26.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3337  -25.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4849  -25.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4838  -26.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1960  -26.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9098  -26.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9069  -25.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1942  -25.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6172  -25.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3259  -24.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0297  -24.3893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7454  -24.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7507  -25.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4655  -26.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1744  -25.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1640  -24.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4486  -24.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7776  -25.2290    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.8619  -24.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5637  -23.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2655  -23.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9790  -23.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6808  -23.4950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 11 13  1  0
 13  6  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  7 22  1  0
 23 24  3  0
 20 23  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541936

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 384.91

Molecular Weight (Monoisotopic): 384.1605

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 54.38

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.69

CX LogP: 3.41

CX LogD: 1.17

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.36

References

1. Yang X, Shen J, Jiang L, Li W, Yu M, Pan G, Yan Y, Zhang C, Jia W, Xiao L, Yu H, Chen H, Zheng Y, Yu L, Xie Q, Zhou L, Shao L..  (2018)  Discovery, cocrystallization and biological evaluation of novel piperidine derivatives as high affinity Ls-AChBP ligands possessing α7 nAChR activities.,  160  [PMID:30317024] [10.1016/j.ejmech.2018.09.073]

Source

Source(1):

• Scientific Literature