(5R,7R,8S,9S,10R)-3-(2,3-Dihydrobenzo-1,4-dioxin-6-yl)-1,6-dioxa-7-(hydroxymethyl)-2-azaspiro[4.5]dec-2-ene-8,9,10-triol

ID: ALA3763976

Chembl Id: CHEMBL3763976

PubChem CID: 127026512

Max Phase: Preclinical

Molecular Formula: C16H19NO8

Molecular Weight: 353.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@]2(CC(c3ccc4c(c3)OCCO4)=NO2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H19NO8/c18-7-12-13(19)14(20)15(21)16(24-12)6-9(17-25-16)8-1-2-10-11(5-8)23-4-3-22-10/h1-2,5,12-15,18-21H,3-4,6-7H2/t12-,13-,14+,15-,16-/m1/s1

Standard InChI Key:  AVDNKXXKSPSFFF-IBEHDNSVSA-N

Alternative Forms

1. Parent:

   

   ALA3763976

   ---

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: 353.33

Molecular Weight (Monoisotopic): 353.1111

AlogP: -1.25

#Rotatable Bonds: 2

Polar Surface Area: 130.20

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.05

CX Basic pKa: 2.10

CX LogP: -0.81

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: 1.21

References

1. Goyard D, Kónya B, Chajistamatiou AS, Chrysina ED, Leroy J, Balzarin S, Tournier M, Tousch D, Petit P, Duret C, Maurel P, Somsák L, Docsa T, Gergely P, Praly JP, Azay-Milhau J, Vidal S..  (2016)  Glucose-derived spiro-isoxazolines are anti-hyperglycemic agents against type 2 diabetes through glycogen phosphorylase inhibition.,  108  [PMID:26708111] [10.1016/j.ejmech.2015.12.004]

Source

Source(1):

• Scientific Literature