2-(2,5-bis(4-(trifluoromethyl)phenethoxy)benzylidene)hexanoic acid

ID: ALA1819478

Chembl Id: CHEMBL1819478

PubChem CID: 53363313

Max Phase: Preclinical

Molecular Formula: C31H30F6O4

Molecular Weight: 580.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C(=C\c1cc(OCCc2ccc(C(F)(F)F)cc2)ccc1OCCc1ccc(C(F)(F)F)cc1)C(=O)O

Standard InChI:  InChI=1S/C31H30F6O4/c1-2-3-4-23(29(38)39)19-24-20-27(40-17-15-21-5-9-25(10-6-21)30(32,33)34)13-14-28(24)41-18-16-22-7-11-26(12-8-22)31(35,36)37/h5-14,19-20H,2-4,15-18H2,1H3,(H,38,39)/b23-19+

Standard InChI Key:  LKYYLGBNRZLTJP-FCDQGJHFSA-N

Alternative Forms

1. Parent:

   

   ALA1819478

   (2E)-2-[[2,5-bis[2-[4-(trifluoromethyl)phenyl]ethoxy]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: 580.57

Molecular Weight (Monoisotopic): 580.2048

AlogP: 8.63

#Rotatable Bonds: 13

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: 3.88

CX Basic pKa: ┄

CX LogP: 9.33

CX LogD: 6.11

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -0.14

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