(R)-6-Amino-5-((1-(2,6-dichloro-3-fluorophenyl)ethyl)thio)-1'-methyl-[3,4'-bipyridin]-2'(1'H)-one

ID: ALA4527991

PubChem CID: 155544550

Max Phase: Preclinical

Molecular Formula: C19H16Cl2FN3OS

Molecular Weight: 424.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](Sc1cc(-c2ccn(C)c(=O)c2)cnc1N)c1c(Cl)ccc(F)c1Cl

Standard InChI:  InChI=1S/C19H16Cl2FN3OS/c1-10(17-13(20)3-4-14(22)18(17)21)27-15-7-12(9-24-19(15)23)11-5-6-25(2)16(26)8-11/h3-10H,1-2H3,(H2,23,24)/t10-/m1/s1

Standard InChI Key:  HZJCIRZWOWSMOU-SNVBAGLBSA-N

Molfile:  

 
     RDKit          2D

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    4.3764  -23.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0845  -23.6765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941  -23.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913  -22.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0827  -22.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705  -22.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723  -21.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685  -20.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585  -21.2140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2567  -22.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650  -22.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5025  -23.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714  -19.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975  -22.0331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4944  -21.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2006  -20.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9051  -21.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6107  -20.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081  -19.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8939  -19.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1911  -19.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851  -20.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9053  -22.0313    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4795  -19.5909    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.3198  -21.2098    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523  -20.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 26  1  0
 10 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527991

   ---

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: 424.33

Molecular Weight (Monoisotopic): 423.0375

AlogP: 5.33

#Rotatable Bonds: 4

Polar Surface Area: 60.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 4.22

CX LogD: 4.21

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.20

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