3-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-5-((2-(trifluoromethyl)benzyl)oxy)pyridine

ID: ALA4293596

PubChem CID: 145987913

Max Phase: Preclinical

Molecular Formula: C21H21F3N4O

Molecular Weight: 402.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccccc1COc1cncc(-c2cnn(C3CCNCC3)c2)c1

Standard InChI:  InChI=1S/C21H21F3N4O/c22-21(23,24)20-4-2-1-3-15(20)14-29-19-9-16(10-26-12-19)17-11-27-28(13-17)18-5-7-25-8-6-18/h1-4,9-13,18,25H,5-8,14H2

Standard InChI Key:  CUBXWMQDHLVNFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.4333   -9.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1413  -10.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8510   -9.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8481   -9.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1395   -8.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5593  -10.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2664   -9.9586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9747  -10.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9714  -11.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6789  -11.5891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3870  -11.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3830  -10.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6750   -9.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0874   -9.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8356  -10.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3793   -9.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9671   -8.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1687   -9.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1905   -9.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5253  -10.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3347  -10.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8153   -9.9090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4805   -9.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6651   -9.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1451  -11.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1449  -11.9340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4830  -11.7298    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8070  -11.7301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  6  1  1  0
  4  7  1  0
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  8  9  1  0
  9 10  2  0
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 18 19  2  0
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 13 15  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 20  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293596

   ---

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: 402.42

Molecular Weight (Monoisotopic): 402.1667

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 51.97

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 2.92

CX LogD: 0.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.30

References

1. Lim JW, Kim SK, Choi SY, Kim DH, Gadhe CG, Lee HN, Kim HJ, Kim J, Cho SJ, Hwang H, Seong J, Jeong KS, Lee JY, Lim SM, Lee JW, Pae AN..  (2018)  Identification of crizotinib derivatives as potent SHIP2 inhibitors for the treatment of Alzheimer's disease.,  157  [PMID:30103190] [10.1016/j.ejmech.2018.07.071]

Source

Source(1):

• Scientific Literature