4-[1-Methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-benzoic acid

ID: ALA289745

Chembl Id: CHEMBL289745

PubChem CID: 14557474

Max Phase: Preclinical

Molecular Formula: C25H30O2

Molecular Weight: 362.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C(/C)c1ccc2c(c1)C(C)(C)CCC2(C)C)c1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C25H30O2/c1-16(18-7-9-19(10-8-18)23(26)27)17(2)20-11-12-21-22(15-20)25(5,6)14-13-24(21,3)4/h7-12,15H,13-14H2,1-6H3,(H,26,27)/b17-16+

Standard InChI Key:  COVRQNZMQZYWMG-WUKNDPDISA-N

Alternative Forms

1. Parent:

   

   ALA289745

   4-[(E)-3-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)but-2-en-2-yl]benzoic 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: 362.51

Molecular Weight (Monoisotopic): 362.2246

AlogP: 6.68

#Rotatable Bonds: 3

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: 4.10

CX Basic pKa: ┄

CX LogP: 7.20

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: 0.41

References

1. Dawson MI, Hobbs PD, Derdzinski KA, Chao WR, Frenking G, Loew GH, Jetten AM, Napoli JL, Williams JB, Sani BP..  (1989)  Effect of structural modifications in the C7-C11 region of the retinoid skeleton on biological activity in a series of aromatic retinoids.,  32  (7): [PMID:2738885] [10.1021/jm00127a018]

Source

Source(1):

• Scientific Literature