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

ID: ALA339298

Chembl Id: CHEMBL339298

PubChem CID: 9932436

Max Phase: Preclinical

Molecular Formula: C25H31FO3S

Molecular Weight: 430.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H31FO3S/c1-6-18-15-20(24(29-12-7-11-26)21(16-18)25(3,4)5)19-10-13-30-22(19)9-8-17(2)14-23(27)28/h8-10,13-16H,6-7,11-12H2,1-5H3,(H,27,28)/b9-8+,17-14+

Standard InChI Key:  CRBSWWGXRMKHJV-PICNROBXSA-N

Alternative Forms

1. Parent:

   

   ALA339298

   5-{3-[3-tert-Butyl-5-ethyl-2-(3-fluoro-propoxy)-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: 430.59

Molecular Weight (Monoisotopic): 430.1978

AlogP: 7.06

#Rotatable Bonds: 9

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: 7.07

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.26

Np Likeness Score: 0.02

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