2-(6,7-Dibromo-2,3-dihydro-benzo[1,4]dioxin-2-yl)-4,5-dihydro-1H-imidazole

ID: ALA445918

PubChem CID: 44380519

Max Phase: Preclinical

Molecular Formula: C11H10Br2N2O2

Molecular Weight: 362.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1cc2c(cc1Br)OC(C1=NCCN1)CO2

Standard InChI:  InChI=1S/C11H10Br2N2O2/c12-6-3-8-9(4-7(6)13)17-10(5-16-8)11-14-1-2-15-11/h3-4,10H,1-2,5H2,(H,14,15)

Standard InChI Key:  XHIOJVWKZABRML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.1292   -1.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292   -3.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -0.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -2.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250   -1.8000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083   -3.2542    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4542   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  4  2  0
  7  5  1  0
  8  3  2  0
  9  5  2  0
 10  6  1  0
 11 10  2  0
 12  3  1  0
 13  2  1  0
 14 10  1  0
 15 11  1  0
 16  8  1  0
 17 12  1  0
  7 13  1  0
 11  9  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA445918

   2-(6,7-dibromo-2,3-dihydro-1,4-benzodioxin-3-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: 362.02

Molecular Weight (Monoisotopic): 359.9109

AlogP: 2.35

#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: 2.31

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.83

Np Likeness Score: 0.29

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