(2R,3S,4R,5R,6S)-2-Hydroxymethyl-6-(15-oxa-tricyclo[14.2.2.0*3,8*]icosa-1(19),3(8),4,6,16(20),17-hexaen-5-yl)-tetrahydro-pyran-3,4,5-triol

ID: ALA1778794

Chembl Id: CHEMBL1778794

PubChem CID: 54580792

Max Phase: Preclinical

Molecular Formula: C25H32O6

Molecular Weight: 428.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](c2ccc3c(c2)Cc2ccc(cc2)OCCCCCC3)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C25H32O6/c26-15-21-22(27)23(28)24(29)25(31-21)18-9-8-17-5-3-1-2-4-12-30-20-10-6-16(7-11-20)13-19(17)14-18/h6-11,14,21-29H,1-5,12-13,15H2/t21-,22-,23+,24-,25+/m1/s1

Standard InChI Key:  YOUPGGZMEIFDNK-RXFVIIJJSA-N

Alternative Forms

1. Parent:

   

   ALA1778794

   (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-(15-oxatricyclo[14.2.2.03,8]icosa-1(18),3(8),4,6,16,19-hexaen-5-yl)oxane-3,4,5-triol

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: 428.53

Molecular Weight (Monoisotopic): 428.2199

AlogP: 2.29

#Rotatable Bonds: 2

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: 1.71

References

1. Kang SY, Kim MJ, Lee JS, Lee J..  (2011)  Glucosides with cyclic diarylpolynoid as novel C-aryl glucoside SGLT2 inhibitors.,  21  (12): [PMID:21592794] [10.1016/j.bmcl.2011.04.063]

Source

Source(1):

• Scientific Literature