3-(2-Benzyloxy-phenyl)-5-chloromethyl-isoxazole

ID: ALA315425

Cas Number: 601519-76-0

PubChem CID: 17750929

Max Phase: Preclinical

Molecular Formula: C17H14ClNO2

Molecular Weight: 299.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ClCc1cc(-c2ccccc2OCc2ccccc2)no1

Standard InChI:  InChI=1S/C17H14ClNO2/c18-11-14-10-16(19-21-14)15-8-4-5-9-17(15)20-12-13-6-2-1-3-7-13/h1-10H,11-12H2

Standard InChI Key:  UPQIJUPZPPSCEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.8042    2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    3.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    3.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125    0.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667    1.6583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792    2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667    1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -1.5000    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  6  1  0
 11 10  1  0
 12  9  1  0
 13  4  2  0
 14  7  2  0
 15 12  2  0
 16 12  1  0
 17 13  1  0
 18 17  2  0
 19 16  2  0
 20 15  1  0
 21 19  1  0
  5  6  1  0
 18 14  1  0
 21 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA315425

   3-(2-Benzyloxyphenyl)-5-chloromethylisoxazole

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: 299.76

Molecular Weight (Monoisotopic): 299.0713

AlogP: 4.66

#Rotatable Bonds: 5

Polar Surface Area: 35.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -1.07

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