5-[2'-(2,2-Difluoro-ethoxy)-3',5'-diisopropyl-biphenyl-2-yl]-3-methyl-penta-2,4-dienoic acid

ID: ALA130230

Chembl Id: CHEMBL130230

PubChem CID: 9867254

Max Phase: Preclinical

Molecular Formula: C26H30F2O3

Molecular Weight: 428.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/c1ccccc1-c1cc(C(C)C)cc(C(C)C)c1OCC(F)F)=C\C(=O)O

Standard InChI:  InChI=1S/C26H30F2O3/c1-16(2)20-13-22(17(3)4)26(31-15-24(27)28)23(14-20)21-9-7-6-8-19(21)11-10-18(5)12-25(29)30/h6-14,16-17,24H,15H2,1-5H3,(H,29,30)/b11-10+,18-12+

Standard InChI Key:  CYIQJMUSSBGDPA-RJXLRZCOSA-N

Alternative Forms

1. Parent:

   

   ALA130230

   (2E,4E)-5-[2-[2-(2,2-difluoroethoxy)-3,5-di(propan-2-yl)phenyl]phenyl]-3-methylpenta-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: 428.52

Molecular Weight (Monoisotopic): 428.2163

AlogP: 7.29

#Rotatable Bonds: 9

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.36

CX Basic pKa: ┄

CX LogP: 7.35

CX LogD: 4.43

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: 0.36

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