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

ID: ALA4742776

PubChem CID: 162646259

Max Phase: Preclinical

Molecular Formula: C18H21N7O

Molecular Weight: 351.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1OCc1ccnnc1

Standard InChI:  InChI=1S/C18H21N7O/c19-18-17(26-12-13-1-6-22-23-8-13)7-14(9-21-18)15-10-24-25(11-15)16-2-4-20-5-3-16/h1,6-11,16,20H,2-5,12H2,(H2,19,21)

Standard InChI Key:  NCDVJVGATFEACH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.8469   -9.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8457  -10.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5538  -10.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2634  -10.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2606   -9.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5520   -9.1869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381  -10.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3918  -10.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526  -11.8026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520  -11.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9718  -10.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9731  -11.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6814  -12.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6781  -12.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3856  -13.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0936  -12.8592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0897  -12.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3816  -11.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668   -9.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8383  -11.0899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0217  -11.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935  -10.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848  -10.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985  -10.8190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7267  -11.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413  -11.6607    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:

   

   ALA4742776

   ---

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: 351.41

Molecular Weight (Monoisotopic): 351.1808

AlogP: 1.82

#Rotatable Bonds: 5

Polar Surface Area: 103.77

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: -0.39

CX LogD: -3.01

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.74

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