(E)-3-[3-(4-Hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-4-hydroxyphenyl]acrylic Acid

ID: ALA491776

Chembl Id: CHEMBL491776

PubChem CID: 44139198

Max Phase: Preclinical

Molecular Formula: C29H38O4

Molecular Weight: 450.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCOc1cc(-c2cc(/C=C/C(=O)O)ccc2O)cc2c1C(C)(C)CCC2(C)C

Standard InChI:  InChI=1S/C29H38O4/c1-6-7-8-9-16-33-25-19-21(18-23-27(25)29(4,5)15-14-28(23,2)3)22-17-20(10-12-24(22)30)11-13-26(31)32/h10-13,17-19,30H,6-9,14-16H2,1-5H3,(H,31,32)/b13-11+

Standard InChI Key:  XPBCOPUFJIBNCH-ACCUITESSA-N

Alternative Forms

1. Parent:

   

   ALA491776

   (E)-3-[3-(4-hexoxy-5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)-4-hydroxyphenyl]prop-2-enoic 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: 450.62

Molecular Weight (Monoisotopic): 450.2770

AlogP: 7.47

#Rotatable Bonds: 9

Polar Surface Area: 66.76

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.72

CX Basic pKa: ┄

CX LogP: 8.16

CX LogD: 4.86

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: 0.85

References

1. Pérez Santín E, Germain P, Quillard F, Khanwalkar H, Rodríguez-Barrios F, Gronemeyer H, de Lera AR, Bourguet W..  (2009)  Modulating retinoid X receptor with a series of (E)-3-[4-hydroxy-3-(3-alkoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)phenyl]acrylic acids and their 4-alkoxy isomers.,  52  (10): [PMID:19408900] [10.1021/jm900096q]

Source

Source(1):

• Scientific Literature