2-(4-(1-(1-(7-Fluoroquinolin-6-yl)propyl)-1H-imidazo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)ethan-1-ol

ID: ALA4539073

PubChem CID: 155549906

Max Phase: Preclinical

Molecular Formula: C22H20FN7O

Molecular Weight: 417.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(c1cc2cccnc2cc1F)n1cnc2ncc(-c3cnn(CCO)c3)nc21

Standard InChI:  InChI=1S/C22H20FN7O/c1-2-20(16-8-14-4-3-5-24-18(14)9-17(16)23)30-13-26-21-22(30)28-19(11-25-21)15-10-27-29(12-15)6-7-31/h3-5,8-13,20,31H,2,6-7H2,1H3

Standard InChI Key:  PPCJOYILBMLAEH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   16.3548  -18.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3536  -19.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0617  -19.5740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0599  -17.9366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7685  -18.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7733  -19.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5533  -19.4090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0307  -18.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5456  -18.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6483  -19.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9020  -19.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3547  -19.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7628  -20.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5622  -20.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8104  -20.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2671  -20.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6107  -20.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8625  -21.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6620  -21.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1464  -19.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9453  -19.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2031  -20.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0053  -20.8458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5505  -20.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2879  -19.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4863  -19.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5242  -21.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3172  -21.7344    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5421  -19.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2103  -19.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3976  -18.9313    0.0000 O   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
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  6  7  1  0
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  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  2 10  1  0
  7 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 20 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 16 27  1  0
 18 28  1  0
 12 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539073

   ---

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: 417.45

Molecular Weight (Monoisotopic): 417.1713

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 94.54

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.04

CX LogP: 2.48

CX LogD: 2.47

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.59

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