(1S,2R)-1-((2R,3R,4S)-3-acetamido-6-(methoxycarbonyl)-4-(3-(2-(trifluoromethoxy)phenyl)ureido)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

ID: ALA4160313

Chembl Id: CHEMBL4160313

PubChem CID: 145959405

Max Phase: Preclinical

Molecular Formula: C26H30F3N3O12

Molecular Weight: 633.53

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C[C@H](NC(=O)Nc2ccccc2OC(F)(F)F)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@@H](COC(C)=O)OC(C)=O)O1

Standard InChI:  InChI=1S/C26H30F3N3O12/c1-12(33)30-21-17(32-25(38)31-16-8-6-7-9-18(16)44-26(27,28)29)10-19(24(37)39-5)43-23(21)22(42-15(4)36)20(41-14(3)35)11-40-13(2)34/h6-10,17,20-23H,11H2,1-5H3,(H,30,33)(H2,31,32,38)/t17-,20+,21+,22+,23+/m0/s1

Standard InChI Key:  KMXKLSKDWUGHFM-GWASBTCASA-N

Alternative Forms

  1. Parent:

    ALA4160313

    ---

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: 633.53Molecular Weight (Monoisotopic): 633.1782AlogP: 1.46#Rotatable Bonds: 11
Polar Surface Area: 193.89Molecular Species: NEUTRALHBA: 12HBD: 3
#RO5 Violations: 2HBA (Lipinski): 15HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.73CX Basic pKa: CX LogP: 1.07CX LogD: 1.07
Aromatic Rings: 1Heavy Atoms: 44QED Weighted: 0.24Np Likeness Score: 0.05

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