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

ID: ALA4166382

Chembl Id: CHEMBL4166382

PubChem CID: 145956147

Max Phase: Preclinical

Molecular Formula: C18H23N2NaO10S

Molecular Weight: 460.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N[C@H]2C=C(C(=O)[O-])O[C@@H]([C@H](O)[C@H](O)CO)[C@@H]2NC(C)=O)cc1.[Na+]

Standard InChI:  InChI=1S/C18H24N2O10S.Na/c1-9(22)19-15-12(20-31(27,28)11-5-3-10(29-2)4-6-11)7-14(18(25)26)30-17(15)16(24)13(23)8-21;/h3-7,12-13,15-17,20-21,23-24H,8H2,1-2H3,(H,19,22)(H,25,26);/q;+1/p-1/t12-,13+,15+,16+,17+;/m0./s1

Standard InChI Key:  HDGRSASNUQYFFK-DQGWMRGOSA-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: 460.46Molecular Weight (Monoisotopic): 460.1152AlogP: -2.07#Rotatable Bonds: 9
Polar Surface Area: 191.72Molecular Species: ACIDHBA: 9HBD: 6
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 2.83CX Basic pKa: CX LogP: -2.52CX LogD: -6.02
Aromatic Rings: 1Heavy Atoms: 31QED Weighted: 0.24Np Likeness Score: 0.28

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