2-[4-(3-(N,N-dimethyl)amino-phenoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide

ID: ALA3982788

PubChem CID: 10156124

Max Phase: Preclinical

Molecular Formula: C22H20N4O2

Molecular Weight: 372.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1cccc(Oc2ccc(-c3nc4cc(C(N)=O)ccc4[nH]3)cc2)c1

Standard InChI:  InChI=1S/C22H20N4O2/c1-26(2)16-4-3-5-18(13-16)28-17-9-6-14(7-10-17)22-24-19-11-8-15(21(23)27)12-20(19)25-22/h3-13H,1-2H3,(H2,23,27)(H,24,25)

Standard InChI Key:  COGXEORJSOQOLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.6891   -3.5633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9119   -3.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9119   -4.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6891   -4.8938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2001   -3.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4882   -3.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4882   -4.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2001   -5.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7764   -3.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7764   -2.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0646   -3.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9949   -4.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4076   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2289   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6375   -4.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4588   -4.2285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8716   -4.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6929   -4.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1015   -5.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6929   -6.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8716   -6.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4588   -5.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9228   -5.6481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3355   -4.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3355   -6.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 20 25  2  0
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 26 28  1  0
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 16 19  1  0
  1 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3982788

   2-[4-[3-(dimethylamino)phenoxy]phenyl]-3H-benzimidazole-5-carboxamide

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: 372.43

Molecular Weight (Monoisotopic): 372.1586

AlogP: 4.19

#Rotatable Bonds: 5

Polar Surface Area: 84.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.08

CX Basic pKa: 4.48

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.37

References

1.  (2007)  2-phenyl benzimidazoles and imidazo-4,5|-pyridines as CDS1/CHK2-inhibitors and adjuvants to chemotherapy or radiation therapy in the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data