4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-anthracen-2-yl)-benzoic acid

ID: ALA36768

Chembl Id: CHEMBL36768

Cas Number: 107430-51-3

PubChem CID: 119342

Max Phase: Preclinical

Molecular Formula: C25H26O2

Molecular Weight: 358.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC(C)(C)c2cc3cc(-c4ccc(C(=O)O)cc4)ccc3cc21

Standard InChI:  InChI=1S/C25H26O2/c1-24(2)11-12-25(3,4)22-15-20-13-18(9-10-19(20)14-21(22)24)16-5-7-17(8-6-16)23(26)27/h5-10,13-15H,11-12H2,1-4H3,(H,26,27)

Standard InChI Key:  KBUHKLGVLUHYJL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36768

   4-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-anthracenyl)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: 358.48

Molecular Weight (Monoisotopic): 358.1933

AlogP: 6.55

#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: 4.07

CX Basic pKa: ┄

CX LogP: 6.89

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

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]

2. Bonchev D, Seitz WA, Mountain CF, Balaban AT..  (1994)  Modeling the anticarcinogenic action of retinoids by making use of the OASIS method. 3. Inhibition of the induction of ornithine decarboxylase by arotinoids.,  37  (15): [PMID:8057279] [10.1021/jm00041a008]

3. Charpentier B, Bernardon JM, Eustache J, Millois C, Martin B, Michel S, Shroot B..  (1995)  Synthesis, structure-affinity relationships, and biological activities of ligands binding to retinoic acid receptor subtypes.,  38  (26): [PMID:8544175] [10.1021/jm00026a006]

Source

Source(1):

• Scientific Literature