1-(6-(5-chloro-2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-imidazo[4,5-c]pyridin-2(3H)-one

ID: ALA4470706

PubChem CID: 155534625

Max Phase: Preclinical

Molecular Formula: C19H11ClFN5O

Molecular Weight: 379.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2cnccc2n1-c1cc(-c2cc(Cl)ccc2F)nc2[nH]ccc12

Standard InChI:  InChI=1S/C19H11ClFN5O/c20-10-1-2-13(21)12(7-10)14-8-17(11-3-6-23-18(11)24-14)26-16-4-5-22-9-15(16)25-19(26)27/h1-9H,(H,23,24)(H,25,27)

Standard InChI Key:  UNTBKJREODQEAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    9.7719   -4.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7707   -4.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4788   -5.2979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4770   -3.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1856   -4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1858   -4.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9688   -5.1432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4525   -4.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9684   -3.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4745   -2.8434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646   -5.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3569   -4.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6494   -5.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483   -6.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3606   -6.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0653   -6.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7738   -6.5183    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1310   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8762   -1.5873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8089   -2.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0627   -1.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5161   -0.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7155   -1.1527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645   -1.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0128   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9089   -2.6142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9422   -4.8843    0.0000 Cl  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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  2 11  1  0
 16 17  1  0
 10 18  1  0
 18 19  1  0
 19 21  1  0
 20 10  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  2  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4470706

   ---

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: 379.78

Molecular Weight (Monoisotopic): 379.0636

AlogP: 4.05

#Rotatable Bonds: 2

Polar Surface Area: 79.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.82

CX Basic pKa: 3.52

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -1.22

References

1. Wang H, Lawson JD, Scorah N, Kamran R, Hixon MS, Atienza J, Dougan DR, Sabat M..  (2016)  Design, synthesis and optimization of novel Alk5 (activin-like kinase 5) inhibitors.,  26  (17): [PMID:27460209] [10.1016/j.bmcl.2016.07.030]

Source

Source(1):

• Scientific Literature