5-Butyl-3-[2-(4-methoxy-benzyloxy)-phenyl]-isoxazole

Names and Identifiers

Canonical SMILES: CCCCc1cc(-c2ccccc2OCc2ccc(OC)cc2)no1

Standard InChI: InChI=1S/C21H23NO3/c1-3-4-7-18-14-20(22-25-18)19-8-5-6-9-21(19)24-15-16-10-12-17(23-2)13-11-16/h5-6,8-14H,3-4,7,15H2,1-2H3

Standard InChI Key: QPQGRBMPXQRORB-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.8292    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667    2.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792    2.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875    2.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -0.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458   -2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000    2.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583   -2.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625    1.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667    1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4125    2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208    0.1583    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  9  1  0
 11 14  1  0
 12 10  2  0
 13 10  1  0
 14 13  2  0
 15 12  1  0
 16  4  2  0
 17 11  1  0
 18  6  1  0
 19  7  2  0
 20 17  1  0
 21 18  1  0
 22 21  1  0
 23 16  1  0
 24 22  1  0
 25 23  2  0
  5  6  1  0
 19 25  1  0
 11 15  2  0
M  END

Alternative Forms

Parent:

ALA309839
5-Butyl-3-[2-(4-methoxy-benzyloxy)-phenyl]-isoxazole

Associated Targets(non-human)

Cftr Cystic fibrosis transmembrane conductance regulator (71 Activities)

Discover Target: Cftr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Biocomponents

Calculated Properties

Molecular Weight: 337.42	Molecular Weight (Monoisotopic): 337.1678	AlogP: 5.27	#Rotatable Bonds: 8
Polar Surface Area: 44.49	Molecular Species: NEUTRAL	HBA: 4	HBD: ┄
#RO5 Violations: 1	HBA (Lipinski): 4	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: 0.24	CX LogP: 5.39	CX LogD: 5.39
Aromatic Rings: 3	Heavy Atoms: 25	QED Weighted: 0.56	Np Likeness Score: -0.88

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