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

ID: ALA4291263

PubChem CID: 145986666

Max Phase: Preclinical

Molecular Formula: C34H28F2N6O3

Molecular Weight: 606.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc2c(Oc3ccc(NC(=O)c4cccn(-c5ccc(F)cc5)c4=O)cc3F)c(-c3ccc(N(C)C)cc3)cnc2[nH]1

Standard InChI:  InChI=1S/C34H28F2N6O3/c1-4-29-39-30-31(26(19-37-32(30)40-29)20-7-12-23(13-8-20)41(2)3)45-28-16-11-22(18-27(28)36)38-33(43)25-6-5-17-42(34(25)44)24-14-9-21(35)10-15-24/h5-19H,4H2,1-3H3,(H,38,43)(H,37,39,40)

Standard InChI Key:  RPFWIRNOLBQZBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
    4.2826   -5.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -6.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9895   -6.4783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9878   -4.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964   -5.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7012   -6.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4812   -6.3133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9586   -5.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4735   -4.9887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -4.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6918   -3.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3986   -4.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -3.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1026   -2.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3887   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856   -2.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750   -2.3964    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8086   -2.3822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5180   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2240   -2.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5216   -3.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9307   -2.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6361   -2.3718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6330   -1.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9186   -1.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2161   -1.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9328   -3.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3454   -2.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3461   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0546   -4.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7617   -3.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7559   -2.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0469   -2.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4715   -3.9953    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748   -4.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757   -5.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1885   -6.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781   -4.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711   -3.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1625   -4.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -4.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -5.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -3.6162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -4.0259    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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 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
  8 36  1  0
 36 37  1  0
 35 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 35  1  0
 40 43  1  0
 43 44  1  0
 43 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291263

   ---

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: 606.63

Molecular Weight (Monoisotopic): 606.2191

AlogP: 6.73

#Rotatable Bonds: 8

Polar Surface Area: 105.14

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.03

CX Basic pKa: 4.48

CX LogP: 5.72

CX LogD: 5.72

Aromatic Rings: 6

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: -1.57

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