2-[4-(Methoxy-phenyl-methyl)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide

ID: ALA3985497

PubChem CID: 11175742

Max Phase: Preclinical

Molecular Formula: C22H19N3O2

Molecular Weight: 357.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1ccccc1)c1ccc(-c2nc3cc(C(N)=O)ccc3[nH]2)cc1

Standard InChI:  InChI=1S/C22H19N3O2/c1-27-20(14-5-3-2-4-6-14)15-7-9-16(10-8-15)22-24-18-12-11-17(21(23)26)13-19(18)25-22/h2-13,20H,1H3,(H2,23,26)(H,24,25)

Standard InChI Key:  FGNKOPGSGPMEJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.4226  -12.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4805  -12.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4794  -12.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1874  -13.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1856  -11.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8943  -12.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8991  -12.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6791  -13.1562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1564  -12.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6713  -11.8317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9716  -12.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3838  -13.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2002  -13.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6055  -12.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1883  -11.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3733  -11.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7727  -11.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7725  -10.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0651  -12.0931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8363  -13.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4288  -13.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8418  -14.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6478  -13.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8261  -11.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0632  -13.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6609  -14.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6433  -11.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  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
  9 11  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
 14  1  1  0
  1 20  1  0
 20 21  1  0
 21 22  2  0
 22 26  1  0
 25 23  1  0
 23 20  2  0
  1 24  1  0
 25 26  2  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985497

   2-[4-(Methoxy-phenyl-methyl)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide

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: 357.41

Molecular Weight (Monoisotopic): 357.1477

AlogP: 4.06

#Rotatable Bonds: 5

Polar Surface Area: 81.00

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.03

CX Basic pKa: 4.35

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.88

References

1.  (2007)  2-phenyl-benzimidazol and 2-phenyl-imidazo-4,5]-pyridine derivatives as checkpoint kinase CDS1 (CHK2) inhibitors for the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data