6-Amino-N-(1-(2,6-dichloro-3-fluorophenyl)ethyl)-2'-oxo-1',2'-dihydro-[3,4'-bipyridine]-5-carboxamide

ID: ALA4518734

PubChem CID: 155541420

Max Phase: Preclinical

Molecular Formula: C19H15Cl2FN4O2

Molecular Weight: 421.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(NC(=O)c1cc(-c2cc[nH]c(=O)c2)cnc1N)c1c(Cl)ccc(F)c1Cl

Standard InChI:  InChI=1S/C19H15Cl2FN4O2/c1-9(16-13(20)2-3-14(22)17(16)21)26-19(28)12-6-11(8-25-18(12)23)10-4-5-24-15(27)7-10/h2-9H,1H3,(H2,23,25)(H,24,27)(H,26,28)

Standard InChI Key:  CMNKDUHXNREUGB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.4818  -28.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4806  -29.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1955  -30.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9119  -29.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9090  -28.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1937  -28.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7680  -28.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698  -27.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0593  -27.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425  -27.6329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407  -28.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558  -28.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270  -30.1168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622  -26.3987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6220  -28.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3379  -28.8696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6188  -27.6348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3318  -27.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286  -26.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0477  -27.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0407  -25.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379  -25.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3214  -24.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6061  -25.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6124  -25.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7560  -26.3937    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9016  -26.4090    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7510  -24.7437    0.0000 F   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  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 21 26  1  0
 25 27  1  0
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518734

   ---

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: 421.26

Molecular Weight (Monoisotopic): 420.0556

AlogP: 3.96

#Rotatable Bonds: 4

Polar Surface Area: 100.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: 4.97

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.11

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