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

ID: ALA1097226

Chembl Id: CHEMBL1097226

PubChem CID: 46193619

Max Phase: Preclinical

Molecular Formula: C22H24O7

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  NSJHIYMKOLGKSR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1097226

   1,1''-(1,3,7,9-Tetrahydroxydibenzofuran-2,6-diyl)bis(3-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: 5.87

CX LogD: 5.46

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: 1.27

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, 

Source

Source(2):

• Scientific Literature
• BindingDB Database