(2R,3S,4R,5R,6S)-2-Hydroxymethyl-6-(16-oxa-tricyclo[15.2.2.0*3,8*]henicosa-1(20),3(8),4,6,17(21),18-hexaen-5-yl)-tetrahydro-pyran-3,4,5-triol

ID: ALA1778795

Chembl Id: CHEMBL1778795

PubChem CID: 54582776

Max Phase: Preclinical

Molecular Formula: C26H34O6

Molecular Weight: 442.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](c2ccc3c(c2)Cc2ccc(cc2)OCCCCCCC3)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C26H34O6/c27-16-22-23(28)24(29)25(30)26(32-22)19-10-9-18-6-4-2-1-3-5-13-31-21-11-7-17(8-12-21)14-20(18)15-19/h7-12,15,22-30H,1-6,13-14,16H2/t22-,23-,24+,25-,26+/m1/s1

Standard InChI Key:  YKHRSVIIDZBCNT-RTJMFUJLSA-N

Alternative Forms

1. Parent:

   

   ALA1778795

   (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-(16-oxatricyclo[15.2.2.03,8]henicosa-1(19),3(8),4,6,17,20-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: 442.55

Molecular Weight (Monoisotopic): 442.2355

AlogP: 2.68

#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: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: 1.65

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