3',5',5',8',8'-Pentamethyl-5',6',7',8'-tetrahydro-[2,2']binaphthalenyl-6-carboxylic acid

ID: ALA37473

Chembl Id: CHEMBL37473

Cas Number: 119999-08-5

PubChem CID: 11740036

Max Phase: Preclinical

Molecular Formula: C26H28O2

Molecular Weight: 372.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1-c1ccc3cc(C(=O)O)ccc3c1)C(C)(C)CCC2(C)C

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

Standard InChI Key:  UJHRUCLKPQQBOQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA37473

   6-(3,5,5,8,8-Pentamethyl-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: 0.34

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