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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1229
CHEMBL1229
Compound Name OSELTAMIVIR
ChEMBL Synonyms OSELTAMIVIR | Oseltamivir Carboxylate | OSELTAMIVIR PHOSPHATE | TAMIFLU | RO 64-0796/002 | RO 640796 | Ro-64-0796-002
Max Phase 4 (Approved)
Trade Names OSELTAMIVIR PHOSPHATE | TAMIFLU
Molecular Formula C16H28N2O4

Additional synonyms for CHEMBL1229 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(=O)C)[C@@H](N)C1
Standard InChI InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13 ...
Download InChI
Standard InChI Key VSZGPKBBMSAYNT-RRFJBIMHSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1229

Molecule Features

CHEMBL1229 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Neuraminidase inhibitor Neuraminidase DailyMed
Neuraminidase inhibitor Neuraminidase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ObesityD009765EFO:0001073obesity1ClinicalTrials
Virus DiseasesD014777EFO:0000763viral disease2ClinicalTrials
ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease1ClinicalTrials
Influenza in BirdsD005585EFO:0005222avian influenza1ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials
Influenza, HumanD007251EFO:0001669influenza infection3ClinicalTrials
ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia2ClinicalTrials

Clinical Data

ClinicalTrials.gov OSELTAMIVIR
The Cochrane Collaboration OSELTAMIVIR

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1229. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2051 Neuraminidase Influenza A virus (A/Puerto Rico/8/1934(H1N1)) 1.000
CHEMBL3377 Neuraminidase Influenza B virus (strain B/Lee/1940) 1.000
CHEMBL1667684 Neuraminidase Influenza A virus 1.000
CHEMBL3559643 Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) 1.000
CHEMBL1287610 Neuraminidase Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1)) 1.000
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.365
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.274



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2051 Neuraminidase Influenza A virus (A/Puerto Rico/8/1934(H1N1)) 1.000
CHEMBL3377 Neuraminidase Influenza B virus (strain B/Lee/1940) 1.000
CHEMBL6135 Neuraminidase Influenza A virus 1.000
CHEMBL1667684 Neuraminidase Influenza A virus 1.000
CHEMBL3559643 Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) 1.000
CHEMBL1287610 Neuraminidase Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1)) 1.000
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
312.4 312.2049 1.29 7 90.65 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.81 1.71 .9 0 22 0.69

Structural Alerts

There are 4 structural alerts for CHEMBL1229. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AH - Neuraminidase inhibitors
J05AH02 - oseltamivir

ChemSpider ChemSpider:VSZGPKBBMSAYNT-RRFJBIMHSA-N
DailyMed oseltamivir phosphate
Wikipedia Oseltamivir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1229



ACToR 196618-13-0
BindingDB 5025
Brenda 2796 208337 208336 148611
ChEBI 7798
DrugBank DB00198
DrugCentral 2001
eMolecules 6843587
EPA CompTox Dashboard DTXSID9044291
FDA SRS 20O93L6F9H
Human Metabolome Database HMDB0014343
IBM Patent System 24842549F263A2EDA70ECAFF290B4A0B
KEGG Ligand C08092
Mcule MCULE-1441617774
MolPort MolPort-005-933-026
Nikkaji J871.765F
PharmGKB PA450721
PubChem 65028
PubChem: Thomson Pharma 14825762 14898934
SureChEMBL SCHEMBL32035
ZINC ZINC000003929508

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VSZGPKBBMSAYNT-RRFJBIMHSA-N spacer
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