1,5',5',8',8'-Pentamethyl-5',6',7',8'-tetrahydro-[2,2']binaphthalenyl-6-carboxylic acid

ID: ALA36878

Chembl Id: CHEMBL36878

PubChem CID: 44284813

Max Phase: Preclinical

Molecular Formula: C26H28O2

Molecular Weight: 372.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccc3c(c2)C(C)(C)CCC3(C)C)ccc2cc(C(=O)O)ccc12

Standard InChI:  InChI=1S/C26H28O2/c1-16-20-10-7-19(24(27)28)14-17(20)6-9-21(16)18-8-11-22-23(15-18)26(4,5)13-12-25(22,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,27,28)

Standard InChI Key:  OEDPNFGTEWYFTG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36878

   5-Methyl-6-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)naphthalene-2-carboxylic 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: 372.51

Molecular Weight (Monoisotopic): 372.2089

AlogP: 6.86

#Rotatable Bonds: 2

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: 3.99

CX Basic pKa: ┄

CX LogP: 7.41

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: 0.42

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]

2. Dawson MI, Xia Z, Liu G, Ye M, Fontana JA, Farhana L, Patel BB, Arumugarajah S, Bhuiyan M, Zhang XK, Han YH, Stallcup WB, Fukushi J, Mustelin T, Tautz L, Su Y, Harris DL, Waleh N, Hobbs PD, Jong L, Chao WR, Schiff LJ, Sani BP..  (2007)  An adamantyl-substituted retinoid-derived molecule that inhibits cancer cell growth and angiogenesis by inducing apoptosis and binds to small heterodimer partner nuclear receptor: effects of modifying its carboxylate group on apoptosis, proliferation, and protein-tyrosine phosphatase activity.,  50  (11): [PMID:17489579] [10.1021/jm0613323]

Source

Source(1):

• Scientific Literature