(3R,4R,5S)-4-Acetamido-5-((2-hydroxyl-4-(thiophen-2-yl)benzyl)amino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic Acid

ID: ALA5196288

Chembl Id: CHEMBL5196288

PubChem CID: 168289549

Max Phase: Preclinical

Molecular Formula: C25H32N2O5S

Molecular Weight: 472.61

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(-c3ccsc3)cc2O)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C25H32N2O5S/c1-4-20(5-2)32-23-12-19(25(30)31)10-21(24(23)27-15(3)28)26-13-17-7-6-16(11-22(17)29)18-8-9-33-14-18/h6-9,11-12,14,20-21,23-24,26,29H,4-5,10,13H2,1-3H3,(H,27,28)(H,30,31)/t21-,23+,24+/m0/s1

Standard InChI Key:  UETJLTQVOPDKSJ-QPTUXGOLSA-N

Alternative Forms

  1. Parent:

    ALA5196288

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Associated Targets(non-human)

NA Neuraminidase (1107 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pol Human immunodeficiency virus type 1 integrase (9041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fibroblast (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 472.61Molecular Weight (Monoisotopic): 472.2032AlogP: 4.07#Rotatable Bonds: 10
Polar Surface Area: 107.89Molecular Species: ZWITTERIONHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 4.01CX Basic pKa: 9.69CX LogP: 1.23CX LogD: 1.16
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.42Np Likeness Score: 0.10

References

1. Ju H, Hou L, Zhao F, Zhang Y, Jia R, Guizzo L, Bonomini A, Zhang J, Gao Z, Liang R, Bertagnin C, Kong X, Ma X, Kang D, Loregian A, Huang B, Liu X, Zhan P..  (2022)  Iterative Optimization and Structure-Activity Relationship Studies of Oseltamivir Amino Derivatives as Potent and Selective Neuraminidase Inhibitors via Targeting 150-Cavity.,  65  (17.0): [PMID:35939763] [10.1021/acs.jmedchem.1c01970]

Source