1-hydroxy-3-(3-methylbut-2-enyloxy)xanthone

ID: ALA228785

Chembl Id: CHEMBL228785

PubChem CID: 44424278

Max Phase: Preclinical

Molecular Formula: C18H16O4

Molecular Weight: 296.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1cc(O)c2c(=O)c3ccccc3oc2c1

Standard InChI:  InChI=1S/C18H16O4/c1-11(2)7-8-21-12-9-14(19)17-16(10-12)22-15-6-4-3-5-13(15)18(17)20/h3-7,9-10,19H,8H2,1-2H3

Standard InChI Key:  IZBWCGBOOSCKRX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA228785

   1-Hydroxy-3-(3-methylbut-2-enyloxy)xanthone

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: 296.32

Molecular Weight (Monoisotopic): 296.1049

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.33

CX Basic pKa:

CX LogP: 4.51

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: 1.19

References

1. Castanheiro RA, Pinto MM, Silva AM, Cravo SM, Gales L, Damas AM, Nazareth N, Nascimento MS, Eaton G..  (2007)  Dihydroxyxanthones prenylated derivatives: synthesis, structure elucidation, and growth inhibitory activity on human tumor cell lines with improvement of selectivity for MCF-7.,  15  (18): [PMID:17614292] [10.1016/j.bmc.2007.06.037]

2. Santos CMM, Freitas M, Fernandes E..  (2018)  A comprehensive review on xanthone derivatives as α-glucosidase inhibitors.,  157  [PMID:30282319] [10.1016/j.ejmech.2018.07.073]

Source

Source(1):

• Scientific Literature