2-(1-Imidazolyl)benzoxazole

ID: ALA3287389

PubChem CID: 60970197

Max Phase: Preclinical

Molecular Formula: C10H7N3O

Molecular Weight: 185.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2oc(-n3ccnc3)nc2c1

Standard InChI:  InChI=1S/C10H7N3O/c1-2-4-9-8(3-1)12-10(14-9)13-6-5-11-7-13/h1-7H

Standard InChI Key:  LMEKBKSSDFPZBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
   13.9495  -17.8596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4344  -17.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9495  -16.5247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1649  -16.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1649  -17.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4504  -16.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7359  -16.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7359  -17.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4504  -18.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7443  -16.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5290  -16.7796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5290  -17.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7443  -17.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2594  -17.1921    0.0000 N   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
  2 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287389

   2-(1-Imidazolyl)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: 185.19

Molecular Weight (Monoisotopic): 185.0589

AlogP: 2.01

#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: 5.50

CX LogP: 1.77

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 14

QED Weighted: 0.58

Np Likeness Score: -1.90

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