2-(3-fluorophenyl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-1,7-naphthyridin-8-amine

ID: ALA4753188

PubChem CID: 162653690

Max Phase: Preclinical

Molecular Formula: C22H21FN6

Molecular Weight: 388.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)c2ccc(-c3cccc(F)c3)nc12

Standard InChI:  InChI=1S/C22H21FN6/c23-16-3-1-2-14(10-16)20-5-4-18-19(12-26-22(24)21(18)28-20)15-11-27-29(13-15)17-6-8-25-9-7-17/h1-5,10-13,17,25H,6-9H2,(H2,24,26)

Standard InChI Key:  SBMRKNIYXGMRRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.7136   -9.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285   -9.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4199   -8.7123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060  -10.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597  -10.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1205  -11.3280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9199  -11.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347   -8.7063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063  -10.6152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896  -10.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -9.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528   -9.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664  -10.3443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946  -11.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092  -11.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1314   -9.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209  -10.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4193  -11.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275  -11.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8387  -11.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8368  -10.3473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461  -11.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5464  -12.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541  -12.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9620  -12.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9577  -11.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494  -11.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6631  -11.1499    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2 18  1  0
 17  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  2  0
  6 10  1  0
  7  8  2  0
  8  5  1  0
  2  5  1  0
  3  9  1  0
  7 10  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 11  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  2  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 23  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753188

   ---

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: 388.45

Molecular Weight (Monoisotopic): 388.1812

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 81.65

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: 2.57

CX LogD: -0.04

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.03

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