(2E,4E)-3-Methyl-5-[(1S,2S)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-cyclopentyl]-penta-2,4-dienoic acid

ID: ALA311113

Chembl Id: CHEMBL311113

PubChem CID: 44316756

Max Phase: Preclinical

Molecular Formula: C25H34O2

Molecular Weight: 366.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@@H]1CCC[C@@H]1c1ccc2c(c1)C(C)(C)CCC2(C)C)=C\C(=O)O

Standard InChI:  InChI=1S/C25H34O2/c1-17(15-23(26)27)9-10-18-7-6-8-20(18)19-11-12-21-22(16-19)25(4,5)14-13-24(21,2)3/h9-12,15-16,18,20H,6-8,13-14H2,1-5H3,(H,26,27)/b10-9+,17-15+/t18-,20-/m0/s1

Standard InChI Key:  HOAYGRVRYIUNNV-KNPWSOMWSA-N

Alternative Forms

1. Parent:

   

   ALA311113

   (2E,4E)-3-Methyl-5-[(1S,2S)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-cyclopentyl]-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: 366.55

Molecular Weight (Monoisotopic): 366.2559

AlogP: 6.51

#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: 4.66

CX Basic pKa: ┄

CX LogP: 6.89

CX LogD: 4.22

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.49

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