2-amino-N-phenyl-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)nicotinamide

ID: ALA4782872

PubChem CID: 162664001

Max Phase: Preclinical

Molecular Formula: C20H22N6O

Molecular Weight: 362.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cnn(C3CCNCC3)c2)cc1C(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C20H22N6O/c21-19-18(20(27)25-16-4-2-1-3-5-16)10-14(11-23-19)15-12-24-26(13-15)17-6-8-22-9-7-17/h1-5,10-13,17,22H,6-9H2,(H2,21,23)(H,25,27)

Standard InChI Key:  YJSVSSSRRSTHBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    5.9377   -1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -2.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446   -2.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3514   -1.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6428   -1.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2289   -2.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4826   -2.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3434   -3.8206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428   -3.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0626   -2.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0639   -3.6574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7722   -4.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7689   -4.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4764   -5.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1844   -4.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805   -4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4724   -3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0576   -1.1989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291   -3.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -3.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -2.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756   -2.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4893   -2.8369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8175   -3.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6321   -3.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7696   -2.4305    0.0000 O   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
 11 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782872

   ---

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: 362.44

Molecular Weight (Monoisotopic): 362.1855

AlogP: 2.70

#Rotatable Bonds: 4

Polar Surface Area: 97.86

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 1.98

CX LogD: -0.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.20

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