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

ID: ALA4782953

PubChem CID: 162665147

Max Phase: Preclinical

Molecular Formula: C20H23N5O

Molecular Weight: 349.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1COc1ccccc1

Standard InChI:  InChI=1S/C20H23N5O/c21-20-16(14-26-19-4-2-1-3-5-19)10-15(11-23-20)17-12-24-25(13-17)18-6-8-22-9-7-18/h1-5,10-13,18,22H,6-9,14H2,(H2,21,23)

Standard InChI Key:  HHHGAYSFILQDMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.5348  -26.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2428  -26.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9525  -26.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9497  -25.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2411  -24.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8272  -26.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0809  -26.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9417  -27.4366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7411  -27.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6609  -26.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6621  -27.2735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3705  -27.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3672  -28.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0747  -28.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7827  -28.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7788  -27.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0707  -27.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6558  -24.8149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5274  -26.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7108  -26.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3826  -25.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5739  -25.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0876  -26.4529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4158  -27.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2304  -27.2946    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
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  2  7  1  0
  4 11  1  0
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 12 13  1  0
 13 14  2  0
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 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:

   

   ALA4782953

   ---

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: 349.44

Molecular Weight (Monoisotopic): 349.1903

AlogP: 3.03

#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: 1.81

CX LogD: -0.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.75

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