(2R,3R,4R,5R,6R)-5-acetamido-6-((R)-1,3-dihydroxypropyl)-2,3-difluoro-4-hydroxytetrahydro-2H-pyran-2-carboxylic acid

ID: ALA4125754

Chembl Id: CHEMBL4125754

PubChem CID: 71726235

Max Phase: Preclinical

Molecular Formula: C11H17F2NO7

Molecular Weight: 313.25

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@](F)(C(=O)O)O[C@H]1[C@H](O)CCO

Standard InChI:  InChI=1S/C11H17F2NO7/c1-4(16)14-6-7(18)9(12)11(13,10(19)20)21-8(6)5(17)2-3-15/h5-9,15,17-18H,2-3H2,1H3,(H,14,16)(H,19,20)/t5-,6-,7-,8+,9-,11-/m1/s1

Standard InChI Key:  SVILRGMXTMNWJP-XYLHZXCYSA-N

Associated Targets(non-human)

NA Neuraminidase (2284 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (126 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (149 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (392 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza B virus (2113 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: 313.25Molecular Weight (Monoisotopic): 313.0973AlogP: -1.92#Rotatable Bonds: 5
Polar Surface Area: 136.32Molecular Species: ACIDHBA: 6HBD: 5
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 3.24CX Basic pKa: CX LogP: -2.12CX LogD: -5.56
Aromatic Rings: Heavy Atoms: 21QED Weighted: 0.40Np Likeness Score: 1.08

References

1. McKimm-Breschkin JL, Barrett S, Pilling PA, Hader S, Watts AG, Streltsov VA..  (2018)  Structural and Functional Analysis of Anti-Influenza Activity of 4-, 7-, 8- and 9-Deoxygenated 2,3-Difluoro- N-acetylneuraminic Acid Derivatives.,  61  (5): [PMID:29397718] [10.1021/acs.jmedchem.7b01467]

Source