US8598217, 170

ID: ALA3639590

PubChem CID: 66599551

Max Phase: Preclinical

Molecular Formula: C22H24N8O

Molecular Weight: 416.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(C)c1-c1cc(C(=O)c2nc3nc(N4CCCNCC4)ccc3[nH]2)ccn1

Standard InChI:  InChI=1S/C22H24N8O/c1-13-19(14(2)29-28-13)17-12-15(6-8-24-17)20(31)22-25-16-4-5-18(26-21(16)27-22)30-10-3-7-23-9-11-30/h4-6,8,12,23H,3,7,9-11H2,1-2H3,(H,28,29)(H,25,26,27)

Standard InChI Key:  NUQHOJXVFHOPQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    0.7298  -11.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063  -10.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0159  -11.9790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3187  -11.2356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143   -9.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8165   -8.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -9.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -7.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -5.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973   -5.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -7.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -8.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -4.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -4.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504    3.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    5.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    6.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7553    6.3022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    5.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3525    3.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
 24 16  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3639590

   [5-(1,4-diazepan-1-yl)-1H-imidazo[4,5-b]pyridin-2-yl]-[2-(3,5-dimethyl-1H-pyrazol-4-yl)pyridin-4-yl]methanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.49

Molecular Weight (Monoisotopic): 416.2073

AlogP: 2.39

#Rotatable Bonds: 4

Polar Surface Area: 115.48

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: 9.64

CX LogP: 0.87

CX LogD: -0.23

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.24

References

1.  (2013)  Imidazole derivatives and their use as modulators of cyclin dependent kinases, 

Source

Source(1):

• BindingDB Database