(2S,4S,5R,6R)-5-acetamido-2-((2S,3R,4S,5S,6R)-2-((2R,4R,5R,6R)-6-(6-azidohexyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid

ID: ALA4471029

Chembl Id: CHEMBL4471029

PubChem CID: 155534913

Max Phase: Preclinical

Molecular Formula: C29H50N4O19

Molecular Weight: 758.73

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OCCCCCCN=[N+]=[N-])O[C@@H]3CO)[C@@H]2O)(C(=O)O)C[C@@H]1O

Standard InChI:  InChI=1S/C29H50N4O19/c1-12(37)32-17-13(38)8-29(28(45)46,51-24(17)18(40)14(39)9-34)52-25-19(41)15(10-35)48-27(22(25)44)50-23-16(11-36)49-26(21(43)20(23)42)47-7-5-3-2-4-6-31-33-30/h13-27,34-36,38-44H,2-11H2,1H3,(H,32,37)(H,45,46)/t13-,14+,15+,16+,17+,18+,19-,20+,21+,22+,23+,24+,25-,26+,27-,29-/m0/s1

Standard InChI Key:  UPMUZTUYBCIKHJ-XZROMOIBSA-N

Alternative Forms

  1. Parent:

    ALA4471029

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Associated Targets(Human)

SIGLEC7 Tchem Sialic acid-binding Ig-like lectin 7 (83 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SIGLEC9 Tbio Sialic acid-binding Ig-like lectin 9 (9261 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 758.73Molecular Weight (Monoisotopic): 758.3069AlogP: -5.33#Rotatable Bonds: 19
Polar Surface Area: 372.84Molecular Species: ACIDHBA: 19HBD: 12
#RO5 Violations: 3HBA (Lipinski): 23HBD (Lipinski): 12#RO5 Violations (Lipinski): 3
CX Acidic pKa: -10.20CX Basic pKa: CX LogP: -4.87CX LogD: -8.47
Aromatic Rings: Heavy Atoms: 52QED Weighted: 0.03Np Likeness Score: 1.49

References

1. Wu HR, Anwar MT, Fan CY, Low PY, Angata T, Lin CC..  (2019)  Expedient assembly of Oligo-LacNAcs by a sugar nucleotide regeneration system: Finding the role of tandem LacNAc and sialic acid position towards siglec binding.,  180  [PMID:31351394] [10.1016/j.ejmech.2019.07.046]

Source