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

ID: ALA491112

Chembl Id: CHEMBL491112

PubChem CID: 44138680

Max Phase: Preclinical

Molecular Formula: C28H36O4

Molecular Weight: 436.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCOc1cc(-c2cc(/C=C/C(=O)O)ccc2O)cc2c1C(C)(C)CCC2(C)C

Standard InChI:  InChI=1S/C28H36O4/c1-6-7-8-15-32-24-18-20(17-22-26(24)28(4,5)14-13-27(22,2)3)21-16-19(9-11-23(21)29)10-12-25(30)31/h9-12,16-18,29H,6-8,13-15H2,1-5H3,(H,30,31)/b12-10+

Standard InChI Key:  QCMXYRJIUAPSHD-ZRDIBKRKSA-N

Alternative Forms

1. Parent:

   

   ALA491112

   (E)-3-[4-hydroxy-3-(5,5,8,8-tetramethyl-4-pentoxy-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: 436.59

Molecular Weight (Monoisotopic): 436.2614

AlogP: 7.08

#Rotatable Bonds: 8

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: 7.72

CX LogD: 4.41

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: 0.84

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