2-(4,5-Dihydro-1H-imidazol-2-yl)-2,3-dihydro-benzo[1,4]dioxin-5-ol

ID: ALA353804

PubChem CID: 44380395

Max Phase: Preclinical

Molecular Formula: C11H12N2O3

Molecular Weight: 220.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc2c1OCC(C1=NCCN1)O2

Standard InChI:  InChI=1S/C11H12N2O3/c14-7-2-1-3-8-10(7)15-6-9(16-8)11-12-4-5-13-11/h1-3,9,14H,4-6H2,(H,12,13)

Standard InChI Key:  HFZOOIVMEANEBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    1.6625   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417   -1.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417   -3.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -0.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -2.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -3.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -4.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  5  1  0
  5  8  1  0
  6  2  1  0
  7  3  2  0
  8  1  1  0
  9  3  1  0
 10  4  2  0
 11 10  1  0
 12  6  2  0
 13  7  1  0
 14  9  1  0
 15 12  1  0
 16 10  1  0
  6  4  1  0
 14 13  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA353804

   2-(4,5-dihydro-1H-imidazol-2-yl)-2,3-dihydro-1,4-benzodioxin-5-ol

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: 220.23

Molecular Weight (Monoisotopic): 220.0848

AlogP: 0.53

#Rotatable Bonds: 1

Polar Surface Area: 63.08

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 8.60

CX LogP: 0.28

CX LogD: -0.74

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: 0.98

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