6-(((2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yl)oxy)-4-methyl-2H-chromen-2-one

ID: ALA3800023

Chembl Id: CHEMBL3800023

PubChem CID: 127048095

Max Phase: Preclinical

Molecular Formula: C17H20O8

Molecular Weight: 352.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1[C@H](O)[C@@H](O)[C@H](Oc2ccc3oc(=O)cc(C)c3c2)O[C@@H]1CO

Standard InChI:  InChI=1S/C17H20O8/c1-8-5-13(19)24-11-4-3-9(6-10(8)11)23-17-15(21)14(20)16(22-2)12(7-18)25-17/h3-6,12,14-18,20-21H,7H2,1-2H3/t12-,14-,15-,16-,17-/m1/s1

Standard InChI Key:  OHEAUBGDQSRSKJ-LMHBHQSJSA-N

Alternative Forms

1. Parent:

   

   ALA3800023

   ---

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: 352.34

Molecular Weight (Monoisotopic): 352.1158

AlogP: -0.07

#Rotatable Bonds: 4

Polar Surface Area: 118.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.26

CX Basic pKa:

CX LogP: 0.15

CX LogD: 0.15

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: 1.53

References

1. Cao X, Zhang W, Yan X, Huang Z, Zhang Z, Wang P, Shen J..  (2016)  Modification on the O-glucoside of Sergliflozin-A: A new strategy for SGLT2 inhibitor design.,  26  (9): [PMID:27025345] [10.1016/j.bmcl.2016.03.065]

Source

Source(1):

• Scientific Literature