5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-3-(3-(trifluoromethyl)benzyloxy)pyridin-2-amine

ID: ALA4793638

PubChem CID: 162672458

Max Phase: Preclinical

Molecular Formula: C21H22F3N5O

Molecular Weight: 417.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C21H22F3N5O/c22-21(23,24)17-3-1-2-14(8-17)13-30-19-9-15(10-27-20(19)25)16-11-28-29(12-16)18-4-6-26-7-5-18/h1-3,8-12,18,26H,4-7,13H2,(H2,25,27)

Standard InChI Key:  AEKUNRIMLKKHCK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   18.6413  -25.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6401  -26.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3482  -26.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0578  -26.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0550  -25.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3464  -24.8085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9325  -26.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1862  -26.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0470  -27.4242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8464  -27.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7662  -26.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7675  -27.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4758  -27.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4725  -28.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1800  -28.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8881  -28.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8841  -27.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1761  -27.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7612  -24.8025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6327  -26.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8161  -26.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4879  -25.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6792  -25.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1929  -26.4405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5211  -27.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3357  -27.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5898  -27.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2995  -27.6521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.5856  -26.4299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2929  -26.8311    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
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8 20  1  0
  9 10  2  0
 10  7  1  0
  2  7  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  5 19  1  0
  9 20  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 21  1  0
 17 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793638

   ---

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: 417.44

Molecular Weight (Monoisotopic): 417.1776

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 77.99

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 2.68

CX LogD: 0.06

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.04

References

1. May-Dracka TL,Arduini R,Bertolotti-Ciarlet A,Bhisetti G,Brickelmaier M,Cahir-McFarland E,Enyedy I,Fontenot JD,Hesson T,Little K,Lyssikatos J,Marcotte D,McKee T,Murugan P,Patterson T,Peng H,Rushe M,Silvian L,Spilker K,Wu P,Xin Z,Burkly LC.  (2018)  Investigating small molecules to inhibit germinal center kinase-like kinase (GLK/MAP4K3) upstream of PKCθ phosphorylation: Potential therapy to modulate T cell dependent immunity.,  28  (10): [PMID:29636220] [10.1016/j.bmcl.2018.03.032]

Source

Source(1):

• Scientific Literature