(3R,4R,5S)-4-acetamido-5-guanidino-3-(pentan-3-yloxy)-N-(trifluoromethylsulfonyl)cyclohex-1-enecarboxamide

ID: ALA3357212

Chembl Id: CHEMBL3357212

PubChem CID: 118722042

Max Phase: Preclinical

Molecular Formula: C16H26F3N5O5S

Molecular Weight: 457.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H26F3N5O5S/c1-4-10(5-2)29-12-7-9(14(26)24-30(27,28)16(17,18)19)6-11(23-15(20)21)13(12)22-8(3)25/h7,10-13H,4-6H2,1-3H3,(H,22,25)(H,24,26)(H4,20,21,23)/t11-,12+,13+/m0/s1

Standard InChI Key:  FOEAWVQTXZTPBB-YNEHKIRRSA-N

Alternative Forms

  1. Parent:

    ALA3357212

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Associated Targets(non-human)

NA Neuraminidase (159 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (94 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: 457.48Molecular Weight (Monoisotopic): 457.1607AlogP: 0.21#Rotatable Bonds: 8
Polar Surface Area: 163.47Molecular Species: ZWITTERIONHBA: 6HBD: 5
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.14CX Basic pKa: 11.57CX LogP: 0.62CX LogD: 0.62
Aromatic Rings: Heavy Atoms: 30QED Weighted: 0.26Np Likeness Score: 0.28

References

1. Hong BT, Chen CL, Fang JM, Tsai KC, Wang SY, Huang WI, Cheng YS, Wong CH..  (2014)  Oseltamivir hydroxamate and acyl sulfonamide derivatives as influenza neuraminidase inhibitors.,  22  (23): [PMID:25456388] [10.1016/j.bmc.2014.10.005]

Source