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

ID: ALA5279086

Max Phase: Preclinical

Molecular Formula: C21H22O11

Molecular Weight: 450.40

Names and Identifiers

Canonical SMILES:  COc1cccc2c(=O)c3c(O)cc(O[C@H]4O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]4O)c(OC)c3oc12

Standard InChI:  InChI=1S/C21H22O11/c1-28-10-5-3-4-8-14(24)13-9(23)6-11(19(29-2)20(13)32-18(8)10)30-21-17(27)16(26)15(25)12(7-22)31-21/h3-6,12,15-17,21-23,25-27H,7H2,1-2H3/t12-,15-,16-,17-,21-/m0/s1

Standard InChI Key:  XLMSZNWYLZCTEQ-YRDWMISXSA-N

Molfile:  

 
     RDKit          2D

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 30 29  1  0
 31 30  2  0
 32 31  1  0
  3 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279086

   ---

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: 450.40

Molecular Weight (Monoisotopic): 450.1162

AlogP: -0.15

#Rotatable Bonds: 5

Polar Surface Area: 168.28

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.80

CX Basic pKa: ┄

CX LogP: 0.42

CX LogD: 0.40

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: 1.93

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