1,3-Bis(4-methoxyphenoxy)propan-2-yl alpha-D-mannopyranoside

ID: ALA3121709

Chembl Id: CHEMBL3121709

PubChem CID: 76314449

Max Phase: Preclinical

Molecular Formula: C23H30O10

Molecular Weight: 466.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H30O10/c1-28-14-3-7-16(8-4-14)30-12-18(13-31-17-9-5-15(29-2)6-10-17)32-23-22(27)21(26)20(25)19(11-24)33-23/h3-10,18-27H,11-13H2,1-2H3/t19-,20-,21+,22+,23+/m1/s1

Standard InChI Key:  ZVTWGSHIMNHVKZ-VROINQGHSA-N

Associated Targets(Human)

CD209 Tchem CD209 antigen (101 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

fimH Adhesin protein fimH (338 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 466.48Molecular Weight (Monoisotopic): 466.1839AlogP: 0.35#Rotatable Bonds: 11
Polar Surface Area: 136.30Molecular Species: NEUTRALHBA: 10HBD: 4
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.21CX Basic pKa: CX LogP: 0.74CX LogD: 0.74
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.37Np Likeness Score: 0.89

References

1. Tomašić T, Hajšek D, Švajger U, Luzar J, Obermajer N, Petit-Haertlein I, Fieschi F, Anderluh M..  (2014)  Monovalent mannose-based DC-SIGN antagonists: targeting the hydrophobic groove of the receptor.,  75  [PMID:24556146] [10.1016/j.ejmech.2014.01.047]
2. 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,  (8): [10.1039/C4MD00093E]

Source