methyl 3-(4-methoxyphenylamino)-2-(2-methyl-1H-imidazol-4-yl)imidazo[1,2-a]pyridine-6-carboxylate

ID: ALA4546478

PubChem CID: 155552323

Max Phase: Preclinical

Molecular Formula: C20H19N5O3

Molecular Weight: 377.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2nc(-c3c[nH]c(C)n3)c(Nc3ccc(OC)cc3)n2c1

Standard InChI:  InChI=1S/C20H19N5O3/c1-12-21-10-16(22-12)18-19(23-14-5-7-15(27-2)8-6-14)25-11-13(20(26)28-3)4-9-17(25)24-18/h4-11,23H,1-3H3,(H,21,22)

Standard InChI Key:  GLIOSOGDSIBUTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   44.2060   -3.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8704   -3.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5385   -4.4150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1251   -3.1451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9472   -3.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2439   -4.9734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.6566   -3.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9911   -4.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3262   -4.1889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.0675   -4.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6147   -5.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4210   -5.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.6769   -4.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1278   -4.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6553   -2.8765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.3695   -2.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0818   -2.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.7955   -2.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.7947   -1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0742   -1.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3634   -1.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5084   -1.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   49.2243   -1.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.4843   -4.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.0365   -5.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   49.8439   -4.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.7395   -3.6735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0855   -4.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  4  2  1  0
  2  3  2  0
  3  1  1  0
  4  5  1  0
  6 10  2  0
  9  7  1  0
  7  8  2  0
  8  6  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
  8  1  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546478

   ---

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: 377.40

Molecular Weight (Monoisotopic): 377.1488

AlogP: 3.57

#Rotatable Bonds: 5

Polar Surface Area: 93.54

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 5.96

CX LogP: 2.56

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.40

References

1.  (2018)  Inhibitors of trim33 and methods of use, 

Source

Source(1):

• Patent Bioactivity Data