ID: ALA3765349

Max Phase: Preclinical

Molecular Formula: C26H27NO10

Molecular Weight: 513.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@]2(CC(c3ccc4ccccc4c3)=NO2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C26H27NO10/c1-14(28)32-13-22-23(33-15(2)29)24(34-16(3)30)25(35-17(4)31)26(36-22)12-21(27-37-26)20-10-9-18-7-5-6-8-19(18)11-20/h5-11,22-25H,12-13H2,1-4H3/t22-,23-,24+,25-,26-/m1/s1

Standard InChI Key:  HATURVJNRRIAJG-WSGIOKLISA-N

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

Properties

Molecular Weight: 513.50

Molecular Weight (Monoisotopic): 513.1635

AlogP: 2.42

#Rotatable Bonds: 6

Polar Surface Area: 136.02

Molecular Species: NEUTRAL

HBA: 11

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 2.45

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: 1.02

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