3-Methyl-5-[5-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-bicyclo[3.1.0]hex-1-yl]-penta-2,4-dienoic acid

ID: ALA310047

Chembl Id: CHEMBL310047

PubChem CID: 10429766

Max Phase: Preclinical

Molecular Formula: C26H34O2

Molecular Weight: 378.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@]12CCC[C@@]1(c1ccc3c(c1)C(C)(C)CCC3(C)C)C2)=C\C(=O)O

Standard InChI:  InChI=1S/C26H34O2/c1-18(15-22(27)28)9-12-25-10-6-11-26(25,17-25)19-7-8-20-21(16-19)24(4,5)14-13-23(20,2)3/h7-9,12,15-16H,6,10-11,13-14,17H2,1-5H3,(H,27,28)/b12-9+,18-15+/t25-,26-/m0/s1

Standard InChI Key:  WYLRCUSVWGFVQB-FCYKCFNLSA-N

Alternative Forms

1. Parent:

   

   ALA310047

   (2E,4E)-3-methyl-5-[(1R,5R)-5-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)-1-bicyclo[3.1.0]hexanyl]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: 378.56

Molecular Weight (Monoisotopic): 378.2559

AlogP: 6.43

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.57

CX Basic pKa: ┄

CX LogP: 6.59

CX LogD: 3.83

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: 1.24

References

1. Farmer LJ, Jeong S, Kallel E, Canan Koch SS, Croston GE, Flatten KS, Heyman RA, Nadzan AM.  (1997)  Synthesis and structure-activity relationships of potent retinoid X receptor ligands,  7  (18): [10.1016/S0960-894X(97)00437-X]

Source

Source(1):

• Scientific Literature