ID: ALA2440365

Max Phase: Preclinical

Molecular Formula: C22H28O6

Molecular Weight: 388.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1ccc(Cc2cc([C@@H]3O[C@H]([C@H](O)CO)[C@H](O)[C@H]3O)ccc2C)cc1

Standard InChI:  InChI=1S/C22H28O6/c1-3-27-17-8-5-14(6-9-17)10-16-11-15(7-4-13(16)2)21-19(25)20(26)22(28-21)18(24)12-23/h4-9,11,18-26H,3,10,12H2,1-2H3/t18-,19-,20-,21+,22-/m1/s1

Standard InChI Key:  PASPVIOMBUXFPQ-CSEOROSGSA-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: 388.46

Molecular Weight (Monoisotopic): 388.1886

AlogP: 1.50

#Rotatable Bonds: 7

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.64

CX Basic pKa:

CX LogP: 2.02

CX LogD: 2.02

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: 0.89

References

1. Lin TS, Liw YW, Song JS, Hsieh TC, Yeh HW, Hsu LC, Lin CJ, Wu SH, Liang PH..  (2013)  Synthesis and biological evaluation of novel C-aryl d-glucofuranosides as sodium-dependent glucose co-transporter 2 inhibitors.,  21  (21): [PMID:24071445] [10.1016/j.bmc.2013.08.067]

Source

Source(1):

• Scientific Literature