sodium (2R,3R,4S)-3-acetamido-4-benzamido-2-((1R,2R)-1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylate

ID: ALA4165393

Chembl Id: CHEMBL4165393

PubChem CID: 145954921

Max Phase: Preclinical

Molecular Formula: C18H21N2NaO8

Molecular Weight: 394.38

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(=O)[O-])=C[C@@H]1NC(=O)c1ccccc1.[Na+]

Standard InChI:  InChI=1S/C18H22N2O8.Na/c1-9(22)19-14-11(20-17(25)10-5-3-2-4-6-10)7-13(18(26)27)28-16(14)15(24)12(23)8-21;/h2-7,11-12,14-16,21,23-24H,8H2,1H3,(H,19,22)(H,20,25)(H,26,27);/q;+1/p-1/t11-,12+,14+,15+,16+;/m0./s1

Standard InChI Key:  GIYKALMXOYXWDT-GNXQGIBLSA-M

Associated Targets(non-human)

Hemagglutinin-neuraminidase (36 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: 394.38Molecular Weight (Monoisotopic): 394.1376AlogP: -1.63#Rotatable Bonds: 7
Polar Surface Area: 165.42Molecular Species: ACIDHBA: 7HBD: 6
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.26CX Basic pKa: CX LogP: -2.12CX LogD: -5.56
Aromatic Rings: 1Heavy Atoms: 28QED Weighted: 0.32Np Likeness Score: 0.62

References

1. El-Deeb IM, Guillon P, Dirr L, von Itzstein M..  (2017)  Exploring inhibitor structural features required to engage the 216-loop of human parainfluenza virus type-3 hemagglutinin-neuraminidase.,  (1): [PMID:30108698] [10.1039/C6MD00519E]

Source