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

ID: ALA4566739

PubChem CID: 155543541

Max Phase: Preclinical

Molecular Formula: C18H18N4O2

Molecular Weight: 322.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(Oc1cc(-c2ccn(C)c(=O)c2)cnc1N)c1ccccn1

Standard InChI:  InChI=1S/C18H18N4O2/c1-12(15-5-3-4-7-20-15)24-16-9-14(11-21-18(16)19)13-6-8-22(2)17(23)10-13/h3-12H,1-2H3,(H2,19,21)

Standard InChI Key:  RGLAHFSQZQSICB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.8694  -19.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8683  -20.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5830  -20.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2995  -20.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966  -19.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5812  -19.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555  -19.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573  -18.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4469  -17.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7300  -18.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7283  -19.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4433  -19.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146  -20.6923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4498  -16.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0095  -19.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064  -18.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7194  -17.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2904  -17.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4306  -18.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430  -17.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1403  -16.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4193  -16.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7099  -16.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171  -17.7933    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
 10 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566739

   ---

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: 322.37

Molecular Weight (Monoisotopic): 322.1430

AlogP: 2.56

#Rotatable Bonds: 4

Polar Surface Area: 83.03

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.97

CX LogP: 1.30

CX LogD: 1.29

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.87

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