2-(5-(2-cyclohexylethoxy)-2-(4-(trifluoromethyl)benzyloxy)benzylidene)hexanoic acid

ID: ALA1819480

Chembl Id: CHEMBL1819480

PubChem CID: 53363315

Max Phase: Preclinical

Molecular Formula: C29H35F3O4

Molecular Weight: 504.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C(=C\c1cc(OCCC2CCCCC2)ccc1OCc1ccc(C(F)(F)F)cc1)C(=O)O

Standard InChI:  InChI=1S/C29H35F3O4/c1-2-3-9-23(28(33)34)18-24-19-26(35-17-16-21-7-5-4-6-8-21)14-15-27(24)36-20-22-10-12-25(13-11-22)29(30,31)32/h10-15,18-19,21H,2-9,16-17,20H2,1H3,(H,33,34)/b23-18+

Standard InChI Key:  QPKAYINZLBQUEJ-PTGBLXJZSA-N

Alternative Forms

1. Parent:

   

   ALA1819480

   (2E)-2-[[5-(2-cyclohexylethoxy)-2-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]methylidene]hexanoic 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: 504.59

Molecular Weight (Monoisotopic): 504.2487

AlogP: 8.29

#Rotatable Bonds: 12

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 8.63

CX LogD: 5.36

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.22

References

1. Hieke M, Ness J, Steri R, Greiner C, Werz O, Schubert-Zsilavecz M, Weggen S, Zettl H..  (2011)  SAR studies of acidic dual γ-secretase/PPARγ modulators.,  19  (18): [PMID:21873070] [10.1016/j.bmc.2011.08.003]

2. Hieke M, Greiner C, Dittrich M, Reisen F, Schneider G, Schubert-Zsilavecz M, Werz O..  (2011)  Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.,  54  (13): [PMID:21591611] [10.1021/jm200092b]

Source

Source(1):

• Scientific Literature