5-(2-(1-ethylpiperidin-4-yl)thiazol-5-yl)-3-(pyridin-4-ylmethoxy)pyridin-2-amine

ID: ALA4793665

PubChem CID: 162672976

Max Phase: Preclinical

Molecular Formula: C21H25N5OS

Molecular Weight: 395.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CCC(c2ncc(-c3cnc(N)c(OCc4ccncc4)c3)s2)CC1

Standard InChI:  InChI=1S/C21H25N5OS/c1-2-26-9-5-16(6-10-26)21-25-13-19(28-21)17-11-18(20(22)24-12-17)27-14-15-3-7-23-8-4-15/h3-4,7-8,11-13,16H,2,5-6,9-10,14H2,1H3,(H2,22,24)

Standard InChI Key:  TXTGAMLGBOIHAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    6.6434  -25.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -26.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3503  -26.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0600  -26.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0572  -25.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3485  -25.2955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346  -26.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884  -26.5963    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491  -27.9112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8486  -27.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7683  -26.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7696  -27.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4780  -28.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4746  -28.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1822  -29.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8902  -28.9677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8863  -28.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1782  -27.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7633  -25.2895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349  -27.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183  -27.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900  -26.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814  -26.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950  -26.9276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5232  -27.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378  -27.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830  -26.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570  -26.0871    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  1  0
  8 20  1  0
  9 10  1  0
 10  7  2  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  2  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
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793665

   ---

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: 395.53

Molecular Weight (Monoisotopic): 395.1780

AlogP: 3.96

#Rotatable Bonds: 6

Polar Surface Area: 77.16

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.64

CX LogP: 2.14

CX LogD: 0.87

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.94

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