2-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)-benzooxazole

ID: ALA168978

PubChem CID: 44380086

Max Phase: Preclinical

Molecular Formula: C15H11NO3

Molecular Weight: 253.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)OCC(c1nc3ccccc3o1)O2

Standard InChI:  InChI=1S/C15H11NO3/c1-2-6-11-10(5-1)16-15(19-11)14-9-17-12-7-3-4-8-13(12)18-14/h1-8,14H,9H2

Standard InChI Key:  CWCFMJLMWLEGKJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
    6.2625   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -2.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -3.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -3.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1500   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -5.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3792   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -5.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8000   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3875   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  2  1  0
  7 10  1  0
  8  4  1  0
  9  5  1  0
 10  3  1  0
 11  7  1  0
 12  6  1  0
 13  8  1  0
 14  9  2  0
 15 11  2  0
 16 13  2  0
 17 12  2  0
 18 14  1  0
 19 15  1  0
  6  8  2  0
  9 11  1  0
 16 17  1  0
 19 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA168978

   2-(2,3-Dihydro-1,4-benzodioxin-3-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: 253.26

Molecular Weight (Monoisotopic): 253.0739

AlogP: 3.34

#Rotatable Bonds: 1

Polar Surface Area: 44.49

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.50

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