(2S,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-((2-(tosylimino)-2H-chromen-3-yl)methoxy)tetrahydro-2H-pyran-3-yl acetate

ID: ALA3311523

Chembl Id: CHEMBL3311523

PubChem CID: 118707320

Max Phase: Preclinical

Molecular Formula: C26H29NO10S

Molecular Weight: 547.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1O[C@H](CO)[C@H](O)[C@H](OCc2cc3ccccc3o/c2=N\S(=O)(=O)c2ccc(C)cc2)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C26H29NO10S/c1-15-8-10-19(11-9-15)38(31,32)27-25-18(12-17-6-4-5-7-20(17)36-25)14-34-23-22(30)21(13-28)37-26(33-3)24(23)35-16(2)29/h4-12,21-24,26,28,30H,13-14H2,1-3H3/b27-25-/t21-,22+,23+,24-,26+/m1/s1

Standard InChI Key:  VFWPCBBUJMZACS-IEDABOLISA-N

Alternative Forms

1. Parent:

   

   ALA3311523

   ---

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: 547.58

Molecular Weight (Monoisotopic): 547.1512

AlogP: 1.57

#Rotatable Bonds: 8

Polar Surface Area: 154.09

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.03

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.40

Np Likeness Score: 0.46

References

1. Rajput VK, Leffler H, Nilsson UJ, Mukhopadhyay B..  (2014)  Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.,  24  (15): [PMID:24973029] [10.1016/j.bmcl.2014.05.063]

Source

Source(1):

• Scientific Literature