2-[Furan-2-yl-(6'-hydroxy-4',4'-dimethyl-2'-oxocyclohex-6'-enyl)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone

ID: ALA2429903

Chembl Id: CHEMBL2429903

PubChem CID: 3977684

Max Phase: Preclinical

Molecular Formula: C21H26O5

Molecular Weight: 358.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)C(C(C2=C(O)CC(C)(C)CC2=O)c2ccco2)=C(O)C1

Standard InChI:  InChI=1S/C21H26O5/c1-20(2)8-12(22)17(13(23)9-20)19(16-6-5-7-26-16)18-14(24)10-21(3,4)11-15(18)25/h5-7,19,22,24H,8-11H2,1-4H3

Standard InChI Key:  RKMJIQVIUDDIGN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2429903

   2,2'-(Furan-2-ylmethanediyl)bis(3-hydroxy-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: 358.43

Molecular Weight (Monoisotopic): 358.1780

AlogP: 4.77

#Rotatable Bonds: 3

Polar Surface Area: 87.74

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.35

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: -0.62

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: -0.13

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]

Source

Source(1):

• Scientific Literature