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

ID: ALA4474551

PubChem CID: 155537238

Max Phase: Preclinical

Molecular Formula: C20H13ClFN5O

Molecular Weight: 393.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)n(-c2cc(-c3cc(Cl)ccc3F)nc3[nH]ccc23)c2ccncc21

Standard InChI:  InChI=1S/C20H13ClFN5O/c1-26-18-10-23-6-5-16(18)27(20(26)28)17-9-15(25-19-12(17)4-7-24-19)13-8-11(21)2-3-14(13)22/h2-10H,1H3,(H,24,25)

Standard InChI Key:  HESAPDRVFTXZTE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.2237   -4.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2226   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9306   -5.8179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9288   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6374   -4.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6377   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4207   -5.6632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9044   -4.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4203   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9264   -3.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5164   -5.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8088   -5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1012   -5.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1001   -6.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8125   -7.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5171   -6.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2256   -7.0383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.5829   -2.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3280   -2.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2607   -2.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5145   -2.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9679   -1.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1674   -1.6727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9164   -2.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4647   -3.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3608   -3.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065   -1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3940   -5.4043    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
 19 27  1  0
 13 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474551

   ---

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: 393.81

Molecular Weight (Monoisotopic): 393.0793

AlogP: 4.06

#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: 3.70

CX LogD: 3.70

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.25

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