2-Fluoro-4-(1-(1-(5-fluoroquinolin-6-yl)propyl)-1H-imidazo[4,5-b]pyrazin-6-yl)-N-methylbenzamide

ID: ALA4521417

PubChem CID: 155542724

Max Phase: Preclinical

Molecular Formula: C25H20F2N6O

Molecular Weight: 458.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(c1ccc2ncccc2c1F)n1cnc2ncc(-c3ccc(C(=O)NC)c(F)c3)nc21

Standard InChI:  InChI=1S/C25H20F2N6O/c1-3-21(17-8-9-19-16(22(17)27)5-4-10-29-19)33-13-31-23-24(33)32-20(12-30-23)14-6-7-15(18(26)11-14)25(34)28-2/h4-13,21H,3H2,1-2H3,(H,28,34)

Standard InChI Key:  OZVMVFNGBIZIAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   28.5879   -1.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5868   -2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2948   -2.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2930   -0.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0016   -1.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0064   -2.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7865   -2.4543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2638   -1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7787   -1.1298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0435   -3.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5002   -3.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8438   -3.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0956   -4.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8951   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3795   -2.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1784   -2.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4362   -3.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2384   -3.8911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7836   -3.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5210   -2.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7194   -2.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7573   -4.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8806   -2.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1729   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4654   -2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4643   -3.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1767   -3.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8813   -3.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7568   -3.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0489   -3.4340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7573   -4.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0485   -2.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1789   -4.6594    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1184   -2.0107    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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 17  2  0
 16 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  2 23  1  0
 26 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 27 33  1  0
 15 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521417

   ---

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: 458.47

Molecular Weight (Monoisotopic): 458.1667

AlogP: 4.68

#Rotatable Bonds: 5

Polar Surface Area: 85.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.81

CX Basic pKa: 4.20

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.41

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