6-(1-(6-(1H-pyrazol-4-yl)-1H-imidazo[4,5-b]pyrazin-1-yl)ethyl)-8-fluoroquinoline

ID: ALA4522753

PubChem CID: 86566406

Max Phase: Preclinical

Molecular Formula: C19H14FN7

Molecular Weight: 359.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(c1cc(F)c2ncccc2c1)n1cnc2ncc(-c3cn[nH]c3)nc21

Standard InChI:  InChI=1S/C19H14FN7/c1-11(13-5-12-3-2-4-21-17(12)15(20)6-13)27-10-23-18-19(27)26-16(9-22-18)14-7-24-25-8-14/h2-11H,1H3,(H,24,25)

Standard InChI Key:  CEQIRFUMOKJDNO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2868   -1.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856   -2.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9937   -2.7019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9919   -1.0645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7005   -1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7053   -2.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4853   -2.5368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9627   -1.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4776   -1.2123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -2.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -2.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948   -3.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -3.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424   -3.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1991   -3.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5427   -3.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7945   -4.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5940   -4.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0784   -2.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8773   -3.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1351   -3.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9373   -3.9736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4824   -3.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2199   -2.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4183   -2.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8516   -5.1945    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
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  2 10  1  0
  7 15  1  0
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 15 17  1  0
 17 18  2  0
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 21 20  2  0
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 21 22  1  0
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 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 19 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522753

   8-fluoro-6-[1-[5-(1H-pyrazol-4-yl)imidazo[4,5-b]pyrazin-3-yl]ethyl]quinoline

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: 359.37

Molecular Weight (Monoisotopic): 359.1295

AlogP: 3.51

#Rotatable Bonds: 3

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.22

CX Basic pKa: 2.30

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.54

References

1. Zhao F, Zhang J, Zhang L, Hao Y, Shi C, Xia G, Yu J, Liu Y..  (2016)  Discovery and optimization of a series of imidazo[4,5-b]pyrazine derivatives as highly potent and exquisitely selective inhibitors of the mesenchymal-epithelial transition factor (c-Met) protein kinase.,  24  (18): [PMID:27448775] [10.1016/j.bmc.2016.07.019]

Source

Source(1):

• Scientific Literature