2-[(6'-Hydroxy-4',4'-dimethyl-2'-oxocyclohex-6'-enyl)phenylmethyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone

ID: ALA2429902

Chembl Id: CHEMBL2429902

Cas Number: 7600-00-2

PubChem CID: 5172137

Max Phase: Preclinical

Molecular Formula: C23H28O4

Molecular Weight: 368.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)C(C(C2=C(O)CC(C)(C)CC2=O)c2ccccc2)=C(O)C1

Standard InChI:  InChI=1S/C23H28O4/c1-22(2)10-15(24)20(16(25)11-22)19(14-8-6-5-7-9-14)21-17(26)12-23(3,4)13-18(21)27/h5-9,19,24,26H,10-13H2,1-4H3

Standard InChI Key:  COBPEFBBTXOMCZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2429902

   3-Hydroxy-2-[(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)-phenylmethyl]-5,5-dimethylcyclohex-2-en-1-one

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: 368.47

Molecular Weight (Monoisotopic): 368.1988

AlogP: 5.17

#Rotatable Bonds: 3

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.76

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 1.18

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: 0.10

References

1. Al-Omran F, Mohareb RM, El-Khair AA.  (2013)  New route for synthesis, spectroscopy, and X-ray studies of 2-[aryl-(6-hydroxy-4,4-dimethyl-2-oxocyclohex-6-enyl)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone and 1,8-dioxo-octahydroxanthenes and antitumor evaluation,  [10.1007/s00044-013-0712-3]

2. Bhattacharjee D, Sheet SK, Khatua S, Biswas K, Joshi S, Myrboh B..  (2018)  A reusable magnetic nickel nanoparticle based catalyst for the aqueous synthesis of diverse heterocycles and their evaluation as potential anti-bacterial agent.,  26  (18): [PMID:30177493] [10.1016/j.bmc.2018.08.033]

Source

Source(1):

• Scientific Literature