(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(3-(4-hydroxyphenoxy)-2-(4-methoxyphenoxy)propoxy)tetrahydro-2H-pyran-3,4,5-triol

ID: ALA3596410

Chembl Id: CHEMBL3596410

PubChem CID: 122182804

Max Phase: Preclinical

Molecular Formula: C22H28O10

Molecular Weight: 452.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OC(COc2ccc(O)cc2)CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1

Standard InChI:  InChI=1S/C22H28O10/c1-28-14-6-8-16(9-7-14)31-17(11-29-15-4-2-13(24)3-5-15)12-30-22-21(27)20(26)19(25)18(10-23)32-22/h2-9,17-27H,10-12H2,1H3/t17?,18-,19-,20+,21+,22+/m1/s1

Standard InChI Key:  NWIZBYWAZGVXLK-HQSVKEIBSA-N

Alternative Forms

1. Parent:

   

   ALA3596410

   ---

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: 452.46

Molecular Weight (Monoisotopic): 452.1682

AlogP: 0.04

#Rotatable Bonds: 10

Polar Surface Area: 147.30

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: ┄

CX LogP: 0.60

CX LogD: 0.60

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: 0.95

References

1. Tomasic T, Rabbani S, Gobec M, Rascan IM, Podlipnik C, Ernst B, Anderluh M.  (2014)  Branched -d-mannopyranosides: a new class of potent FimH antagonists,  5  (8): [10.1039/C4MD00093E]

Source

Source(1):

• Scientific Literature