5-{3-[3-tert-Butyl-2-(2,2-difluoro-ethoxy)-5-ethyl-phenyl]-thiophen-2-yl}-3-methyl-penta-2,4-dienoic acid

ID: ALA129887

Chembl Id: CHEMBL129887

PubChem CID: 9910801

Max Phase: Preclinical

Molecular Formula: C24H28F2O3S

Molecular Weight: 434.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(-c2ccsc2/C=C/C(C)=C/C(=O)O)c(OCC(F)F)c(C(C)(C)C)c1

Standard InChI:  InChI=1S/C24H28F2O3S/c1-6-16-12-18(23(29-14-21(25)26)19(13-16)24(3,4)5)17-9-10-30-20(17)8-7-15(2)11-22(27)28/h7-13,21H,6,14H2,1-5H3,(H,27,28)/b8-7+,15-11+

Standard InChI Key:  SXJBYONOKQVXIJ-XHBXSBNISA-N

Alternative Forms

1. Parent:

   

   ALA129887

   5-{3-[3-tert-Butyl-2-(2,2-difluoro-ethoxy)-5-ethyl-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: 434.55

Molecular Weight (Monoisotopic): 434.1727

AlogP: 6.96

#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: 7.28

CX LogD: 4.21

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.36

Np Likeness Score: -0.10

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