5-[2-(3,5-Diisopropyl-2-propoxy-phenyl)-cyclopent-1-enyl]-3-methyl-penta-2,4-dienoic acid

ID: ALA133176

Chembl Id: CHEMBL133176

PubChem CID: 9930650

Max Phase: Preclinical

Molecular Formula: C26H36O3

Molecular Weight: 396.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1c(C2=C(/C=C/C(C)=C/C(=O)O)CCC2)cc(C(C)C)cc1C(C)C

Standard InChI:  InChI=1S/C26H36O3/c1-7-13-29-26-23(18(4)5)15-21(17(2)3)16-24(26)22-10-8-9-20(22)12-11-19(6)14-25(27)28/h11-12,14-18H,7-10,13H2,1-6H3,(H,27,28)/b12-11+,19-14+

Standard InChI Key:  AEXZEXFZLVOUCR-OTIKAVQOSA-N

Alternative Forms

1. Parent:

   

   ALA133176

   5-[2-(3,5-Diisopropyl-2-propoxy-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: 396.57

Molecular Weight (Monoisotopic): 396.2664

AlogP: 7.25

#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: 4.19

CX Basic pKa: ┄

CX LogP: 7.17

CX LogD: 4.13

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: 0.73

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