(4-(6-(2,3-dimethylphenyl)-1H-imidazo[4,5-c]pyridin-4-ylamino)phenyl)(morpholino)methanone

ID: ALA4858846

PubChem CID: 164614840

Max Phase: Preclinical

Molecular Formula: C25H25N5O2

Molecular Weight: 427.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2cc3[nH]cnc3c(Nc3ccc(C(=O)N4CCOCC4)cc3)n2)c1C

Standard InChI:  InChI=1S/C25H25N5O2/c1-16-4-3-5-20(17(16)2)21-14-22-23(27-15-26-22)24(29-21)28-19-8-6-18(7-9-19)25(31)30-10-12-32-13-11-30/h3-9,14-15H,10-13H2,1-2H3,(H,26,27)(H,28,29)

Standard InChI Key:  ZSHAYBBBIMCXCS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    2.2314  -26.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2303  -27.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9424  -27.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562  -27.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534  -26.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407  -26.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565  -26.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702  -26.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590  -24.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521  -25.2487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774  -25.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7803  -26.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614  -26.3110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0428  -25.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5566  -24.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0531  -24.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619  -23.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4750  -24.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1834  -23.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1778  -22.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581  -22.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7526  -22.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8861  -22.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6015  -22.7552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6062  -23.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3175  -23.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0241  -23.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0190  -22.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3073  -22.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8791  -21.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9382  -25.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241  -26.0709    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 12  1  0
 11  9  1  0
  9 10  2  0
 10  7  1  0
  5  7  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 23 30  2  0
  6 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858846

   ---

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: 427.51

Molecular Weight (Monoisotopic): 427.2008

AlogP: 4.46

#Rotatable Bonds: 4

Polar Surface Area: 83.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.99

CX Basic pKa: 5.19

CX LogP: 4.22

CX LogD: 4.21

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.37

References

1. Krajčovičová S, Jorda R, Vanda D, Soural M, Kryštof V..  (2021)  1,4,6-Trisubstituted imidazo[4,5-c]pyridines as inhibitors of Bruton's tyrosine kinase.,  211  [PMID:33340912] [10.1016/j.ejmech.2020.113094]

Source

Source(1):

• Scientific Literature