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

ID: ALA4285809

PubChem CID: 145991513

Max Phase: Preclinical

Molecular Formula: C24H14BrF2N5O3

Molecular Weight: 538.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2c(Br)cnc3[nH]cnc23)c(F)c1)c1cccn(-c2ccc(F)cc2)c1=O

Standard InChI:  InChI=1S/C24H14BrF2N5O3/c25-17-11-28-22-20(29-12-30-22)21(17)35-19-8-5-14(10-18(19)27)31-23(33)16-2-1-9-32(24(16)34)15-6-3-13(26)4-7-15/h1-12H,(H,31,33)(H,28,29,30)

Standard InChI Key:  LHGBMCHXJSBVDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.3997   -5.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3985   -6.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1066   -6.9818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1048   -5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8134   -5.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8182   -6.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5983   -6.8168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0756   -6.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5905   -5.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1024   -4.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8089   -4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5157   -4.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2217   -4.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2197   -3.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5058   -2.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8027   -3.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0921   -2.8999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9256   -2.8857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6351   -3.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3410   -2.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6386   -4.1084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0477   -3.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7532   -2.8753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7501   -2.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0356   -1.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3331   -2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499   -4.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4624   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4632   -4.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1716   -4.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8787   -4.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8730   -3.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1640   -2.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5885   -4.4988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6919   -5.3449    0.0000 Br  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:

   

   ALA4285809

   ---

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: 538.31

Molecular Weight (Monoisotopic): 537.0248

AlogP: 5.19

#Rotatable Bonds: 5

Polar Surface Area: 101.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.09

CX Basic pKa: 2.41

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.59

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