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

ID: ALA523136

Chembl Id: CHEMBL523136

PubChem CID: 44139197

Max Phase: Preclinical

Molecular Formula: C27H34O4

Molecular Weight: 422.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1cc(-c2cc(/C=C/C(=O)O)ccc2O)cc2c1C(C)(C)CCC2(C)C

Standard InChI:  InChI=1S/C27H34O4/c1-6-7-14-31-23-17-19(16-21-25(23)27(4,5)13-12-26(21,2)3)20-15-18(8-10-22(20)28)9-11-24(29)30/h8-11,15-17,28H,6-7,12-14H2,1-5H3,(H,29,30)/b11-9+

Standard InChI Key:  YTALWPXQSXDBPH-PKNBQFBNSA-N

Alternative Forms

1. Parent:

   

   ALA523136

   (E)-3-[3-(4-butoxy-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: 422.57

Molecular Weight (Monoisotopic): 422.2457

AlogP: 6.68

#Rotatable Bonds: 7

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: 7.27

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: 0.82

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