2-(6-Bromo-2,3-dihydro-benzo[1,4]dioxin-2-yl)-4,5-dihydro-1H-imidazole

ID: ALA168773

PubChem CID: 44380902

Max Phase: Preclinical

Molecular Formula: C11H11BrN2O2

Molecular Weight: 283.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc2c(c1)OCC(C1=NCCN1)O2

Standard InChI:  InChI=1S/C11H11BrN2O2/c12-7-1-2-8-9(5-7)15-6-10(16-8)11-13-3-4-14-11/h1-2,5,10H,3-4,6H2,(H,13,14)

Standard InChI Key:  NXUJKJDBQASYIB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    1.7875   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -1.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -3.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -2.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875   -3.4792    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  7  1  0
  5  2  1  0
  6  3  2  0
  7 10  1  0
  8  3  1  0
  9  4  2  0
 10  1  1  0
 11  5  2  0
 12  9  1  0
 13 11  1  0
 14 12  1  0
 15  6  1  0
 16  8  1  0
  5  4  1  0
 16 15  1  0
 13 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA168773

   2-(6-bromo-2,3-dihydro-1,4-benzodioxin-2-yl)-4,5-dihydro-1H-imidazole

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: 283.13

Molecular Weight (Monoisotopic): 282.0004

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 42.85

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 1.54

CX LogD: 0.32

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.85

Np Likeness Score: 0.07

References

1. Chapleo CB, Myers PL, Butler RC, Doxey JC, Roach AG, Smith CF..  (1983)  alpha-adrenoreceptor reagents. 1. Synthesis of some 1,4-benzodioxans as selective presynaptic alpha 2-adrenoreceptor antagonists and potential antidepressants.,  26  (6): [PMID:6133953] [10.1021/jm00360a008]

Source

Source(1):

• Scientific Literature