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

ID: ALA4757394

PubChem CID: 162657220

Max Phase: Preclinical

Molecular Formula: C20H29N5O

Molecular Weight: 355.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCC1CCCCC1

Standard InChI:  InChI=1S/C20H29N5O/c21-20-19(26-14-15-4-2-1-3-5-15)10-16(11-23-20)17-12-24-25(13-17)18-6-8-22-9-7-18/h10-13,15,18,22H,1-9,14H2,(H2,21,23)

Standard InChI Key:  OYBRWTJDDPPHCV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   42.1665   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1653  -10.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8734  -11.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5830  -10.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5802   -9.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8716   -9.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4577  -11.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7114  -10.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5722  -12.1080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3716  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2914  -11.1277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2927  -11.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0010  -12.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9977  -13.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7052  -13.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4133  -13.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4093  -12.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7013  -11.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2864   -9.4863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1579  -11.3953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3413  -11.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0131  -10.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2044  -10.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7181  -11.1244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0463  -11.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8609  -11.9661    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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  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:

   

   ALA4757394

   ---

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: 355.49

Molecular Weight (Monoisotopic): 355.2372

AlogP: 3.41

#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: 2.20

CX LogD: -0.42

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -0.69

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