N-(3-Fluoro-4-((6-methyl-3H-imidazo[4,5-b]pyridin-7-yl)oxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

ID: ALA4293688

PubChem CID: 145988134

Max Phase: Preclinical

Molecular Formula: C25H17F2N5O3

Molecular Weight: 473.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc2[nH]cnc2c1Oc1ccc(NC(=O)c2cccn(-c3ccc(F)cc3)c2=O)cc1F

Standard InChI:  InChI=1S/C25H17F2N5O3/c1-14-12-28-23-21(29-13-30-23)22(14)35-20-9-6-16(11-19(20)27)31-24(33)18-3-2-10-32(25(18)34)17-7-4-15(26)5-8-17/h2-13H,1H3,(H,31,33)(H,28,29,30)

Standard InChI Key:  YRBKYXALWNAECE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   36.7062   -6.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7050   -7.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4131   -7.7454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4113   -6.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1199   -6.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1247   -7.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9047   -7.5803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3821   -6.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8970   -6.2558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4088   -5.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1153   -4.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8221   -5.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5281   -4.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5261   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8122   -3.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1091   -4.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3985   -3.6634    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.2321   -3.6492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9415   -4.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6475   -3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9451   -4.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3542   -4.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0596   -3.6388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0565   -2.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3421   -2.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6396   -2.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3563   -4.8670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.7689   -4.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7696   -4.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4781   -5.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1852   -4.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1794   -4.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4704   -3.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8950   -5.2623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.9983   -6.1084    0.0000 C   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
  4 10  1  0
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 14 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 20  2  0
 22 27  2  0
 23 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
  1 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293688

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 473.44

Molecular Weight (Monoisotopic): 473.1299

AlogP: 4.74

#Rotatable Bonds: 5

Polar Surface Area: 101.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.93

CX Basic pKa: 2.60

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.64

References

1. Baladi T, Aziz J, Dufour F, Abet V, Stoven V, Radvanyi F, Poyer F, Wu TD, Guerquin-Kern JL, Bernard-Pierrot I, Garrido SM, Piguel S..  (2018)  Design, synthesis, biological evaluation and cellular imaging of imidazo[4,5-b]pyridine derivatives as potent and selective TAM inhibitors.,  26  (20): [PMID:30309671] [10.1016/j.bmc.2018.09.031]

Source

Source(1):

• Scientific Literature