2-(3,4-dichlorophenyl)-1H-benzo[d]imidazole

ID: ALA4071944

Cas Number: 67370-32-5

PubChem CID: 49831

Max Phase: Preclinical

Molecular Formula: C13H8Cl2N2

Molecular Weight: 263.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2nc3ccccc3[nH]2)cc1Cl

Standard InChI:  InChI=1S/C13H8Cl2N2/c14-9-6-5-8(7-10(9)15)13-16-11-3-1-2-4-12(11)17-13/h1-7H,(H,16,17)

Standard InChI Key:  HFRQRSXRKCUENZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   33.3012   -2.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3000   -3.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0081   -4.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0063   -2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7149   -2.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7152   -3.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4938   -3.8454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9749   -3.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4934   -2.5208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7889   -3.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1971   -3.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0136   -3.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4227   -3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0095   -2.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1944   -2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4153   -1.7654    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.2399   -3.1833    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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
 14 16  1  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071944

   2-(3,4-dichlorophenyl)-1H-benzimidazole

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: 263.13

Molecular Weight (Monoisotopic): 262.0065

AlogP: 4.54

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 5.12

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.69

Np Likeness Score: -1.44

References

1. Salar U, Khan KM, Taha M, Ismail NH, Ali B, Qurat-Ul-Ain, Perveen S, Ghufran M, Wadood A..  (2017)  Biology-oriented drug synthesis (BIODS): In vitro β-glucuronidase inhibitory and in silico studies on 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl carboxylate derivatives.,  125  [PMID:27886546] [10.1016/j.ejmech.2016.11.031]

2. Awolade P, Cele N, Kerru N, Gummidi L, Oluwakemi E, Singh P..  (2020)  Therapeutic significance of β-glucuronidase activity and its inhibitors: A review.,  187  [PMID:31835168] [10.1016/j.ejmech.2019.111921]

Source

Source(1):

• Scientific Literature