(5R,7R,8S,9S,10R)-1,6-Dioxa-7-(hydroxymethyl)-2-azaspiro[4.5]dec-2-ene-3-(4-(methylthio)phenyl)-8,9,10-triol

ID: ALA3764775

Chembl Id: CHEMBL3764775

PubChem CID: 127038893

Max Phase: Preclinical

Molecular Formula: C15H19NO6S

Molecular Weight: 341.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(C2=NO[C@@]3(C2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc1

Standard InChI:  InChI=1S/C15H19NO6S/c1-23-9-4-2-8(3-5-9)10-6-15(22-16-10)14(20)13(19)12(18)11(7-17)21-15/h2-5,11-14,17-20H,6-7H2,1H3/t11-,12-,13+,14-,15-/m1/s1

Standard InChI Key:  LNAPKMDXHWIJOO-UXXRCYHCSA-N

Alternative Forms

1. Parent:

   

   ALA3764775

   ---

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: 341.39

Molecular Weight (Monoisotopic): 341.0933

AlogP: -0.30

#Rotatable Bonds: 3

Polar Surface Area: 111.74

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.05

CX Basic pKa: 2.37

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: 1.06

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