6-Amino-1'-methyl-5-(1-(p-tolyl)ethoxy)[3,4'-bipyridin]-2'(1'H)-one

ID: ALA4518690

PubChem CID: 155541627

Max Phase: Preclinical

Molecular Formula: C20H21N3O2

Molecular Weight: 335.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)Oc2cc(-c3ccn(C)c(=O)c3)cnc2N)cc1

Standard InChI:  InChI=1S/C20H21N3O2/c1-13-4-6-15(7-5-13)14(2)25-18-10-17(12-22-20(18)21)16-8-9-23(3)19(24)11-16/h4-12,14H,1-3H3,(H2,21,22)

Standard InChI Key:  MGGOWLLXUKUFKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.0492   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0481   -4.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7629   -5.3653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4793   -4.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4765   -4.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7610   -3.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3354   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3371   -2.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6267   -2.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9099   -2.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9081   -3.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6232   -4.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1944   -5.3633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6296   -1.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1894   -3.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1863   -2.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8992   -2.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4703   -2.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6105   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3229   -2.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3203   -1.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5992   -1.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8897   -1.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0326   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1968   -2.4642    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
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  1  7  1  0
  4 13  1  0
  9 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 21 24  1  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518690

   ---

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: 335.41

Molecular Weight (Monoisotopic): 335.1634

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 70.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.97

CX LogP: 2.80

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.71

References

1. Chen W, Guo X, Zhang C, Ke D, Zhang G, Yu Y..  (2019)  Discovery of 2-aminopyridines bearing a pyridone moiety as potent ALK inhibitors to overcome the crizotinib-resistant mutants.,  183  [PMID:31569004] [10.1016/j.ejmech.2019.111734]

Source

Source(1):

• Scientific Literature