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

ID: ALA4757014

PubChem CID: 162656396

Max Phase: Preclinical

Molecular Formula: C21H25N5O2

Molecular Weight: 379.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1COc1cc(-c2cnn(C3CCNCC3)c2)cnc1N

Standard InChI:  InChI=1S/C21H25N5O2/c1-27-19-5-3-2-4-15(19)14-28-20-10-16(11-24-21(20)22)17-12-25-26(13-17)18-6-8-23-9-7-18/h2-5,10-13,18,23H,6-9,14H2,1H3,(H2,22,24)

Standard InChI Key:  BKWASNYQMHMNCC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   18.0057  -16.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0045  -17.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7126  -18.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4222  -17.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4194  -16.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7108  -16.3848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2969  -18.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5506  -17.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4114  -19.0005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2108  -18.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1306  -18.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1319  -18.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8402  -19.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8369  -20.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5444  -20.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2525  -20.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2485  -19.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5405  -18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1256  -16.3788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9971  -18.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1805  -18.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8523  -17.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0437  -17.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5573  -18.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8855  -18.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7001  -18.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5345  -18.0148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2392  -17.6010    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
 18 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757014

   ---

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: 379.46

Molecular Weight (Monoisotopic): 379.2008

AlogP: 3.04

#Rotatable Bonds: 6

Polar Surface Area: 87.22

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 1.65

CX LogD: -0.97

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

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