(2R,3S,4R,5R,6S)-2-Hydroxymethyl-6-(16-oxa-tricyclo[15.2.2.0*3,8*]henicosa-1(20),3(8),4,6,13,17(21),18-heptaen-5-yl)-tetrahydro-pyran-3,4,5-triol

ID: ALA1778659

Chembl Id: CHEMBL1778659

PubChem CID: 54580768

Max Phase: Preclinical

Molecular Formula: C26H32O6

Molecular Weight: 440.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](c2ccc3c(c2)Cc2ccc(cc2)OC/C=C/CCCC3)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C26H32O6/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/h3,5,7-12,15,22-30H,1-2,4,6,13-14,16H2/b5-3+/t22-,23-,24+,25-,26+/m1/s1

Standard InChI Key:  BLIXKORVTSPRQD-VCNVZYBUSA-N

Alternative Forms

1. Parent:

   

   ALA1778659

   (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-[(13E)-16-oxatricyclo[15.2.2.03,8]henicosa-1(19),3(8),4,6,13,17,20-heptaen-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: 440.54

Molecular Weight (Monoisotopic): 440.2199

AlogP: 2.45

#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: 3.21

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: 1.95

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