1,1'-(1,3,7,9-Tetrahydroxydibenzofuran-2,6-diyl)bis(2-methylbutan-1-one)

ID: ALA1097227

Chembl Id: CHEMBL1097227

PubChem CID: 46193620

Max Phase: Preclinical

Molecular Formula: C22H24O7

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)C(=O)c1c(O)cc2oc3c(C(=O)C(C)CC)c(O)cc(O)c3c2c1O

Standard InChI:  InChI=1S/C22H24O7/c1-5-9(3)19(26)16-13(25)8-14-18(21(16)28)15-11(23)7-12(24)17(22(15)29-14)20(27)10(4)6-2/h7-10,23-25,28H,5-6H2,1-4H3

Standard InChI Key:  FOVPRACMJLBLEN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1097227

   1,1''-(1,3,7,9-Tetrahydroxydibenzofuran-2,6-diyl)bis(2-methylbutan-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: 400.43

Molecular Weight (Monoisotopic): 400.1522

AlogP: 4.87

#Rotatable Bonds: 6

Polar Surface Area: 128.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.24

CX Basic pKa: ┄

CX LogP: 6.38

CX LogD: 5.97

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: 1.36

References

1. Heng S, Harris KM, Kantrowitz ER..  (2010)  Designing inhibitors against fructose 1,6-bisphosphatase: exploring natural products for novel inhibitor scaffolds.,  45  (4): [PMID:20116906] [10.1016/j.ejmech.2009.12.055]

2.  (2016)  Dibenzofuran derivatives as inhibitors of fructose 1,6-bisphosphatase and methods of use thereof, 

3. Kaur R, Dahiya L, Kumar M..  (2017)  Fructose-1,6-bisphosphatase inhibitors: A new valid approach for management of type 2 diabetes mellitus.,  141  [PMID:29055870] [10.1016/j.ejmech.2017.09.029]

Source

Source(2):

• Scientific Literature
• BindingDB Database