sodium (2R,4S,5R,6R)-5-acetamido-4-hydroxy-2-methoxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate

ID: ALA3604069

Chembl Id: CHEMBL3604069

PubChem CID: 122185454

Max Phase: Preclinical

Molecular Formula: C12H20NNaO9

Molecular Weight: 323.30

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CO[C@]1(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1.[Na+]

Standard InChI:  InChI=1S/C12H21NO9.Na/c1-5(15)13-8-6(16)3-12(21-2,11(19)20)22-10(8)9(18)7(17)4-14;/h6-10,14,16-18H,3-4H2,1-2H3,(H,13,15)(H,19,20);/q;+1/p-1/t6-,7+,8+,9+,10+,12+;/m0./s1

Standard InChI Key:  WAEZEQUBHGTBMQ-JDZDBOTCSA-M

Associated Targets(Human)

SIGLEC7 Tchem Sialic acid-binding Ig-like lectin 7 (83 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: 323.30Molecular Weight (Monoisotopic): 323.1216AlogP: -3.22#Rotatable Bonds: 6
Polar Surface Area: 165.78Molecular Species: ACIDHBA: 8HBD: 6
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.07CX Basic pKa: CX LogP: -2.92CX LogD: -6.39
Aromatic Rings: Heavy Atoms: 22QED Weighted: 0.29Np Likeness Score: 1.35

References

1. Prescher H, Gütgemann S, Frank M, Kuhfeldt E, Watzl C, Brossmer R..  (2015)  Synthesis and biological evaluation of 9-N-oxamyl sialosides as Siglec-7 ligands.,  23  (17): [PMID:26234906] [10.1016/j.bmc.2015.06.069]

Source