4-(4-Chlorophenyl)-5-[4-(quinolin-2-ylmethoxy)phenyl]isoxazol-3-carboxylic acid

ID: ALA3781006

Chembl Id: CHEMBL3781006

PubChem CID: 60168044

Max Phase: Preclinical

Molecular Formula: C26H17ClN2O4

Molecular Weight: 456.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1noc(-c2ccc(OCc3ccc4ccccc4n3)cc2)c1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C26H17ClN2O4/c27-19-10-5-17(6-11-19)23-24(26(30)31)29-33-25(23)18-8-13-21(14-9-18)32-15-20-12-7-16-3-1-2-4-22(16)28-20/h1-14H,15H2,(H,30,31)

Standard InChI Key:  OSWHSXTWGWGULU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781006

   4-(4-Chlorophenyl)-5-[4-(quinoline-2-ylmethoxy)phenyl] isoxazol-3-carboxylic acid

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: 456.89

Molecular Weight (Monoisotopic): 456.0877

AlogP: 6.49

#Rotatable Bonds: 6

Polar Surface Area: 85.45

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.93

CX Basic pKa: 3.09

CX LogP: 5.56

CX LogD: 2.77

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -0.82

References

1. Banoglu E, Çelikoğlu E, Völker S, Olgaç A, Gerstmeier J, Garscha U, Çalışkan B, Schubert US, Carotti A, Macchiarulo A, Werz O..  (2016)  4,5-Diarylisoxazol-3-carboxylic acids: A new class of leukotriene biosynthesis inhibitors potentially targeting 5-lipoxygenase-activating protein (FLAP).,  113  [PMID:26922224] [10.1016/j.ejmech.2016.02.027]

2. Bruno F, Spaziano G, Liparulo A, Roviezzo F, Nabavi SM, Sureda A, Filosa R, D'Agostino B..  (2018)  Recent advances in the search for novel 5-lipoxygenase inhibitors for the treatment of asthma.,  153  [PMID:29133059] [10.1016/j.ejmech.2017.10.020]

3. Gür ZT, Çalışkan B, Banoglu E..  (2018)  Drug discovery approaches targeting 5-lipoxygenase-activating protein (FLAP) for inhibition of cellular leukotriene biosynthesis.,  153  [PMID:28784429] [10.1016/j.ejmech.2017.07.019]

Source

Source(1):

• Scientific Literature