(E)-3-[4-Hydroxy-3-(4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)phenyl]acrylic Acid

ID: ALA491111

Chembl Id: CHEMBL491111

PubChem CID: 22345417

Max Phase: Preclinical

Molecular Formula: C26H32O4

Molecular Weight: 408.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1cc(-c2cc(/C=C/C(=O)O)ccc2O)cc2c1C(C)(C)CCC2(C)C

Standard InChI:  InChI=1S/C26H32O4/c1-6-13-30-22-16-18(15-20-24(22)26(4,5)12-11-25(20,2)3)19-14-17(7-9-21(19)27)8-10-23(28)29/h7-10,14-16,27H,6,11-13H2,1-5H3,(H,28,29)/b10-8+

Standard InChI Key:  LCBKSLYILFCQKT-CSKARUKUSA-N

Alternative Forms

1. Parent:

   

   ALA491111

   (E)-3-[4-hydroxy-3-(5,5,8,8-tetramethyl-4-propoxy-6,7-dihydronaphthalen-2-yl)phenyl]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: 408.54

Molecular Weight (Monoisotopic): 408.2301

AlogP: 6.29

#Rotatable Bonds: 6

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: 6.83

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: 0.80

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