(E)-3-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-phenyl]-acrylic acid

ID: ALA95949

Chembl Id: CHEMBL95949

PubChem CID: 10021552

Max Phase: Preclinical

Molecular Formula: C24H26O3

Molecular Weight: 362.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC(C)(C)c2cc(C(=O)c3ccc(/C=C/C(=O)O)cc3)ccc21

Standard InChI:  InChI=1S/C24H26O3/c1-23(2)13-14-24(3,4)20-15-18(10-11-19(20)23)22(27)17-8-5-16(6-9-17)7-12-21(25)26/h5-12,15H,13-14H2,1-4H3,(H,25,26)/b12-7+

Standard InChI Key:  PKXWKCWUBFDHSQ-KPKJPENVSA-N

Alternative Forms

1. Parent:

   

   ALA95949

   (E)-3-[4-(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-carbonyl)phenyl]prop-2-enoic 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: 362.47

Molecular Weight (Monoisotopic): 362.1882

AlogP: 5.36

#Rotatable Bonds: 4

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.45

CX Basic pKa: ┄

CX LogP: 6.22

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: 0.47

References

1. Yu K, Chen S, Ostrowski J, Tramposch KM, Reczek PR, Mansuri MM, Starrett JE.  (1996)  Application of the Heck reaction in the synthesis of truncated naphthoic acid retinoids,  6  (23): [10.1016/S0960-894X(96)00523-9]

2. Diaz P, Huang W, Keyari CM, Buttrick B, Price L, Guilloteau N, Tripathy S, Sperandio VG, Fronczek FR, Astruc-Diaz F, Isoherranen N..  (2016)  Development and Characterization of Novel and Selective Inhibitors of Cytochrome P450 CYP26A1, the Human Liver Retinoic Acid Hydroxylase.,  59  (6): [PMID:26918322] [10.1021/acs.jmedchem.5b01780]

Source

Source(1):

• Scientific Literature