2-{3-[2-(3-Methoxy-benzyloxy)-phenyl]-isoxazol-5-yl}-ethanol

ID: ALA310410

PubChem CID: 44462353

Max Phase: Preclinical

Molecular Formula: C19H19NO4

Molecular Weight: 325.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(COc2ccccc2-c2cc(CCO)on2)c1

Standard InChI:  InChI=1S/C19H19NO4/c1-22-15-6-4-5-14(11-15)13-23-19-8-3-2-7-17(19)18-12-16(9-10-21)24-20-18/h2-8,11-12,21H,9-10,13H2,1H3

Standard InChI Key:  OAPWRWZGDMGABU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.7917    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292    1.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167    0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417    2.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500    1.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -0.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -2.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -3.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -1.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -2.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -0.1792    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  2  1  0
  6  3  2  0
  7  4  1  0
  8  7  1  0
  9  6  1  0
 10  8  1  0
 11 12  1  0
 12 10  1  0
 13 11  2  0
 14  4  2  0
 15 13  1  0
 16 18  1  0
 17 20  1  0
 18  9  1  0
 19  7  2  0
 20 12  2  0
 21 17  2  0
 22 15  1  0
 23 14  1  0
 24 23  2  0
  5  6  1  0
 19 24  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA310410

   2-{3-[2-(3-Methoxy-benzyloxy)-phenyl]-isoxazol-5-yl}-ethanol

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: 325.36

Molecular Weight (Monoisotopic): 325.1314

AlogP: 3.46

#Rotatable Bonds: 7

Polar Surface Area: 64.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.08

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.91

References

1. Sammelson RE, Ma T, Galietta LJ, Verkman AS, Kurth MJ..  (2003)  3-(2-Benzyloxyphenyl)isoxazoles and isoxazolines: synthesis and evaluation as CFTR activators.,  13  (15): [PMID:12852954] [10.1016/s0960-894x(03)00482-7]

Source

Source(1):

• Scientific Literature