1,4-Bis{1-[(beta-D-galactosyl-(1->4)-beta-D-glucosyl)dithio]methyl}naphthalene

ID: ALA4091223

Chembl Id: CHEMBL4091223

PubChem CID: 132569687

Max Phase: Preclinical

Molecular Formula: C36H52O20S4

Molecular Weight: 933.06

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](SSCc3ccc(CSS[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)c4ccccc34)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C36H52O20S4/c37-7-17-21(41)23(43)27(47)33(51-17)55-31-19(9-39)53-35(29(49)25(31)45)59-57-11-13-5-6-14(16-4-2-1-3-15(13)16)12-58-60-36-30(50)26(46)32(20(10-40)54-36)56-34-28(48)24(44)22(42)18(8-38)52-34/h1-6,17-50H,7-12H2/t17-,18-,19-,20-,21+,22+,23+,24+,25-,26-,27-,28-,29-,30-,31-,32-,33+,34+,35+,36+/m1/s1

Standard InChI Key:  OWQRBCCRSUSWTH-ARQUTJHVSA-N

Alternative Forms

  1. Parent:

    ALA4091223

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Associated Targets(Human)

LGALS1 Tchem Galectin-1 (387 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LGALS3 Tchem Galectin-3 (545 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LGALS8 Tchem Galectin-8 (303 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Lgals3 Galectin-3 (98 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lgals1 Galectin-1 (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lgals8 Galectin-8 (2 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: 933.06Molecular Weight (Monoisotopic): 932.1935AlogP: -4.15#Rotatable Bonds: 16
Polar Surface Area: 338.60Molecular Species: NEUTRALHBA: 24HBD: 14
#RO5 Violations: 3HBA (Lipinski): 20HBD (Lipinski): 14#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.85CX Basic pKa: CX LogP: -3.56CX LogD: -3.56
Aromatic Rings: 2Heavy Atoms: 60QED Weighted: 0.07Np Likeness Score: 0.69

References

1. Kaltner H, Szabó T, Fehér K, André S, Balla S, Manning JC, Szilágyi L, Gabius HJ..  (2017)  Bivalent O-glycoside mimetics with S/disulfide/Se substitutions and aromatic core: Synthesis, molecular modeling and inhibitory activity on biomedically relevant lectins in assays of increasing physiological relevance.,  25  (12): [PMID:28483453] [10.1016/j.bmc.2017.04.011]

Source