2-[3-chloro-4-(3,4-dimethoxy-phenoxy)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide

ID: ALA3981163

PubChem CID: 10273881

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O4

Molecular Weight: 423.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Oc2ccc(-c3nc4cc(C(N)=O)ccc4[nH]3)cc2Cl)cc1OC

Standard InChI:  InChI=1S/C22H18ClN3O4/c1-28-19-8-5-14(11-20(19)29-2)30-18-7-4-13(9-15(18)23)22-25-16-6-3-12(21(24)27)10-17(16)26-22/h3-11H,1-2H3,(H2,24,27)(H,25,26)

Standard InChI Key:  XMZUWWYINMWAGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.0681   -5.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   -6.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9299   -6.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7333   -6.5618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6958   -6.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2872   -6.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4659   -6.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0532   -7.4436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0532   -6.0240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5306   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9501   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9501   -5.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2383   -5.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6619   -4.1024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3738   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7975   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7975   -5.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0856   -5.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3738   -5.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5093   -5.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2211   -5.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5093   -4.1024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2211   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2383   -3.2810    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3981163

   2-[3-chloro-4-(3,4-dimethoxyphenoxy)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: 423.86

Molecular Weight (Monoisotopic): 423.0986

AlogP: 4.79

#Rotatable Bonds: 6

Polar Surface Area: 99.46

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.04

CX Basic pKa: 4.36

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.03

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