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

ID: ALA4780336

PubChem CID: 162662986

Max Phase: Preclinical

Molecular Formula: C20H23N5O

Molecular Weight: 349.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCc1ccccc1

Standard InChI:  InChI=1S/C20H23N5O/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/h1-5,10-13,18,22H,6-9,14H2,(H2,21,23)

Standard InChI Key:  YGKGVBWYZLAWGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.7148  -25.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7136  -26.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4217  -26.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1314  -26.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285  -25.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4199  -24.9199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060  -26.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597  -26.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1205  -27.5356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9199  -27.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8397  -26.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8410  -27.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5493  -27.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5460  -28.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2535  -29.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9616  -28.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9577  -27.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2496  -27.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347  -24.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063  -26.8229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896  -26.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614  -25.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528  -25.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664  -26.5520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946  -27.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092  -27.3937    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:

   

   ALA4780336

   ---

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: -0.70

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