5-[3',5'-Di-tert-butyl-2'-(3-fluoro-propoxy)-biphenyl-2-yl]-3-methyl-penta-2,4-dienoic acid

ID: ALA129976

Chembl Id: CHEMBL129976

PubChem CID: 9825106

Max Phase: Preclinical

Molecular Formula: C29H37FO3

Molecular Weight: 452.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/c1ccccc1-c1cc(C(C)(C)C)cc(C(C)(C)C)c1OCCCF)=C\C(=O)O

Standard InChI:  InChI=1S/C29H37FO3/c1-20(17-26(31)32)13-14-21-11-8-9-12-23(21)24-18-22(28(2,3)4)19-25(29(5,6)7)27(24)33-16-10-15-30/h8-9,11-14,17-19H,10,15-16H2,1-7H3,(H,31,32)/b14-13+,20-17+

Standard InChI Key:  BIYAHXVUPFJGKI-SGCNCOIJSA-N

Alternative Forms

1. Parent:

   

   ALA129976

   (2E,4E)-5-[2-[3,5-ditert-butyl-2-(3-fluoropropoxy)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: 452.61

Molecular Weight (Monoisotopic): 452.2727

AlogP: 7.73

#Rotatable Bonds: 8

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: 4.35

CX Basic pKa: ┄

CX LogP: 7.75

CX LogD: 4.82

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: 0.23

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