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

ID: ALA4751159

PubChem CID: 162650764

Max Phase: Preclinical

Molecular Formula: C21H22F3N5O

Molecular Weight: 417.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCc1ccccc1C(F)(F)F

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

Standard InChI Key:  JMUPDWJGZLBCCS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.6875  -17.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3956  -17.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1052  -17.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1024  -16.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3938  -16.1248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9799  -17.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2336  -17.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0944  -18.7405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8938  -18.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8136  -17.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8148  -18.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5232  -18.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5199  -19.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2274  -20.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9354  -19.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9315  -18.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2234  -18.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8085  -16.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6801  -18.0277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8635  -17.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5353  -17.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7266  -17.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2403  -17.7569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5685  -18.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3831  -18.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2174  -17.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9221  -17.3410    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5068  -17.3513    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.2106  -16.9340    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
 18 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751159

   ---

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: -0.99

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