2-(1-Benzimidazolyl)benzoxazole

ID: ALA3287388

PubChem CID: 17840942

Max Phase: Preclinical

Molecular Formula: C14H9N3O

Molecular Weight: 235.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2oc(-n3cnc4ccccc43)nc2c1

Standard InChI:  InChI=1S/C14H9N3O/c1-3-7-12-10(5-1)15-9-17(12)14-16-11-6-2-4-8-13(11)18-14/h1-9H

Standard InChI Key:  GUSUSBHIPXDBSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
   15.0126  -18.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5094  -17.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0366  -16.8063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2475  -17.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2327  -17.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5406  -16.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8188  -17.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8040  -17.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5109  -18.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8072  -18.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5962  -17.9324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6111  -17.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8311  -16.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3343  -17.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2339  -16.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0769  -15.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2970  -15.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6741  -16.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  5  9  1  0
  4  6  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 10 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 12 15  1  0
  2 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287388

   2-(Benzimidazol-1-yl)-1,3-benzoxazole

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: 235.25

Molecular Weight (Monoisotopic): 235.0746

AlogP: 3.17

#Rotatable Bonds: 1

Polar Surface Area: 43.85

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.36

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -1.27

References

1. Hedidi M, Bentabed-Ababsa G, Derdour A, Roisnel T, Dorcet V, Chevallier F, Picot L, Thiéry V, Mongin F..  (2014)  Synthesis of C,N'-linked bis-heterocycles using a deprotometalation-iodination-N-arylation sequence and evaluation of their antiproliferative activity in melanoma cells.,  22  (13): [PMID:24831678] [10.1016/j.bmc.2014.04.028]

Source

Source(1):

• Scientific Literature