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

ID: ALA4760886

PubChem CID: 162658746

Max Phase: Preclinical

Molecular Formula: C20H22ClN5O

Molecular Weight: 383.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H22ClN5O/c21-17-3-1-14(2-4-17)13-27-19-9-15(10-24-20(19)22)16-11-25-26(12-16)18-5-7-23-8-6-18/h1-4,9-12,18,23H,5-8,13H2,(H2,22,24)

Standard InChI Key:  XKGOZZFXSKAQGO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.3667  -25.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3656  -26.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0736  -26.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7833  -26.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7805  -25.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0718  -24.8002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6580  -26.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9117  -26.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7725  -27.4159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5719  -27.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4916  -26.4356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4929  -27.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2013  -27.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1980  -28.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9055  -28.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6135  -28.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6096  -27.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9015  -27.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4866  -24.7942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3582  -26.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5416  -26.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2133  -25.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4047  -25.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9183  -26.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2466  -27.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0611  -27.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3224  -28.8790    0.0000 Cl  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
 16 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760886

   ---

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: 383.88

Molecular Weight (Monoisotopic): 383.1513

AlogP: 3.68

#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: 2.41

CX LogD: -0.21

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.87

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