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

ID: ALA4513488

PubChem CID: 155538967

Max Phase: Preclinical

Molecular Formula: C20H13F2N5O

Molecular Weight: 377.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)n(-c2cc(-c3ccc(F)cc3F)nc3[nH]ccc23)c2ccncc21

Standard InChI:  InChI=1S/C20H13F2N5O/c1-26-18-10-23-6-5-16(18)27(20(26)28)17-9-15(25-19-13(17)4-7-24-19)12-3-2-11(21)8-14(12)22/h2-10H,1H3,(H,24,25)

Standard InChI Key:  OCKYFSFDODRWGR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   15.7316   -4.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7304   -5.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4385   -5.7560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4367   -4.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1453   -4.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1456   -5.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9285   -5.6013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4122   -4.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9281   -4.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4342   -3.3015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0243   -5.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3166   -5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6091   -5.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6080   -6.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3204   -6.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0250   -6.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7335   -6.9764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0908   -2.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8359   -2.0455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7686   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0224   -2.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4758   -1.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6752   -1.6108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4242   -2.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9726   -2.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8687   -3.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005   -6.9789    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.3144   -1.3830    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
 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
 14 27  1  0
 19 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513488

   ---

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: 377.35

Molecular Weight (Monoisotopic): 377.1088

AlogP: 3.55

#Rotatable Bonds: 2

Polar Surface Area: 68.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.48

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.18

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