5-{3-[3,5-Diisopropyl-2-(2,2,2-trifluoro-ethoxy)-phenyl]-thiophen-2-yl}-3-methyl-penta-2,4-dienoic acid

ID: ALA132488

Chembl Id: CHEMBL132488

PubChem CID: 10961406

Max Phase: Preclinical

Molecular Formula: C24H27F3O3S

Molecular Weight: 452.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/c1sccc1-c1cc(C(C)C)cc(C(C)C)c1OCC(F)(F)F)=C\C(=O)O

Standard InChI:  InChI=1S/C24H27F3O3S/c1-14(2)17-11-19(15(3)4)23(30-13-24(25,26)27)20(12-17)18-8-9-31-21(18)7-6-16(5)10-22(28)29/h6-12,14-15H,13H2,1-5H3,(H,28,29)/b7-6+,16-10+

Standard InChI Key:  XMMBYJXSOLEASQ-XDHFRCMDSA-N

Alternative Forms

1. Parent:

   

   ALA132488

   5-{3-[3,5-Diisopropyl-2-(2,2,2-trifluoro-ethoxy)-phenyl]-thiophen-2-yl}-3-methyl-penta-2,4-dienoic 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: 452.54

Molecular Weight (Monoisotopic): 452.1633

AlogP: 7.65

#Rotatable Bonds: 8

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.15

CX Basic pKa: ┄

CX LogP: 7.75

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -0.09

References

1. Michellys PY, Ardecky RJ, Chen JH, D'Arrigo J, Grese TA, Karanewsky DS, Leibowitz MD, Liu S, Mais DA, Mapes CM, Montrose-Rafizadeh C, Ogilvie KM, Reifel-Miller A, Rungta D, Thompson AW, Tyhonas JS, Boehm MF..  (2003)  Design, synthesis, and structure-activity relationship studies of novel 6,7-locked-[7-(2-alkoxy-3,5-dialkylbenzene)-3-methylocta]-2,4,6-trienoic acids.,  46  (19): [PMID:12954061] [10.1021/jm020401k]

Source

Source(1):

• Scientific Literature