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

ID: ALA4743396

PubChem CID: 162646612

Max Phase: Preclinical

Molecular Formula: C21H25N5

Molecular Weight: 347.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1CCc1ccccc1

Standard InChI:  InChI=1S/C21H25N5/c22-21-17(7-6-16-4-2-1-3-5-16)12-18(13-24-21)19-14-25-26(15-19)20-8-10-23-11-9-20/h1-5,12-15,20,23H,6-11H2,(H2,22,24)

Standard InChI Key:  FQMGFUMIMWDXLI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.6619  -25.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6608  -26.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3688  -26.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0785  -26.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0756  -25.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3670  -24.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9531  -26.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2069  -26.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0676  -27.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8670  -27.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7868  -26.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7881  -27.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4965  -27.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4931  -28.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2006  -28.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9087  -28.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9048  -27.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1967  -27.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7818  -24.8437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6534  -26.7527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8367  -26.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5085  -25.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6999  -25.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2135  -26.4818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5417  -27.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3563  -27.3235    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4743396

   ---

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: 347.47

Molecular Weight (Monoisotopic): 347.2110

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 68.76

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 2.78

CX LogD: 0.11

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.39

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