{3-[2-(4-Bromo-benzyloxy)-phenyl]-isoxazol-5-yl}-methanol

ID: ALA85504

PubChem CID: 44318383

Max Phase: Preclinical

Molecular Formula: C17H14BrNO3

Molecular Weight: 360.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1cc(-c2ccccc2OCc2ccc(Br)cc2)no1

Standard InChI:  InChI=1S/C17H14BrNO3/c18-13-7-5-12(6-8-13)11-21-17-4-2-1-3-15(17)16-9-14(10-20)22-19-16/h1-9,20H,10-11H2

Standard InChI Key:  KVFRLDRPPMYCGX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.8542    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792    2.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417    1.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917    2.5833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750    1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417    0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -2.5292    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    1.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292    1.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    0.3750    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  8  1  0
 10 14  1  0
 11  9  1  0
 12 10  1  0
 13 15  1  0
 14 16  2  0
 15 11  2  0
 16 11  1  0
 17  6  1  0
 18  4  2  0
 19 17  1  0
 20  7  2  0
 21 18  1  0
 22 21  2  0
  5  6  1  0
 20 22  1  0
 10 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA85504

   {3-[2-(4-Bromo-benzyloxy)-phenyl]-isoxazol-5-yl}-methanol

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: 360.21

Molecular Weight (Monoisotopic): 359.0157

AlogP: 4.18

#Rotatable Bonds: 5

Polar Surface Area: 55.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -0.94

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