3,5,6-trimethoxy-1-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-9H-xanthen-9-one

ID: ALA5274442

Chembl Id: CHEMBL5274442

Max Phase: Preclinical

Molecular Formula: C22H24O11

Molecular Weight: 464.42

Names and Identifiers

Canonical SMILES:  COc1cc(O[C@H]2O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]2O)c2c(=O)c3ccc(OC)c(OC)c3oc2c1

Standard InChI:  InChI=1S/C22H24O11/c1-28-9-6-12-15(16(24)10-4-5-11(29-2)21(30-3)20(10)31-12)13(7-9)32-22-19(27)18(26)17(25)14(8-23)33-22/h4-7,14,17-19,22-23,25-27H,8H2,1-3H3/t14-,17-,18-,19-,22-/m0/s1

Standard InChI Key:  MSOFPKZBJVHCQU-HSSMHZGQSA-N

Alternative Forms

1. Parent:

   

   ALA5274442

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 464.42

Molecular Weight (Monoisotopic): 464.1319

AlogP: 0.15

#Rotatable Bonds: 6

Polar Surface Area: 157.28

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.20

CX Basic pKa:

CX LogP: -0.09

CX LogD: -0.09

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: 1.70

References

1. 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