5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-cyclopent-1-enyl}-3-methyl-penta-2,4-dienoic acid

ID: ALA336086

Chembl Id: CHEMBL336086

PubChem CID: 9888037

Max Phase: Preclinical

Molecular Formula: C26H35FO3

Molecular Weight: 414.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/C1=C(c2cc(C(C)C)cc(C(C)C)c2OCCCF)CCC1)=C\C(=O)O

Standard InChI:  InChI=1S/C26H35FO3/c1-17(2)21-15-23(18(3)4)26(30-13-7-12-27)24(16-21)22-9-6-8-20(22)11-10-19(5)14-25(28)29/h10-11,14-18H,6-9,12-13H2,1-5H3,(H,28,29)/b11-10+,19-14+

Standard InChI Key:  HCXVTFDYDVOCPY-XJZNFUNPSA-N

Alternative Forms

1. Parent:

   

   ALA336086

   5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-cyclopent-1-enyl}-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: 414.56

Molecular Weight (Monoisotopic): 414.2570

AlogP: 7.20

#Rotatable Bonds: 10

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: 4.19

CX Basic pKa: ┄

CX LogP: 6.55

CX LogD: 3.51

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: 0.64

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