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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL139367
CHEMBL139367
Compound Name PERAMIVIR
ChEMBL Synonyms RAPIVAB | BCX-1812 | PERAMIVIR
Max Phase 4 (Approved)
Trade Names RAPIVAB
Molecular Formula C15H28N4O4

Additional synonyms for CHEMBL139367 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(CC)[C@H](NC(=O)C)[C@@H]1[C@H](O)[C@H](C[C@H]1NC(=N)N)C(= ...
Download SMILES
Standard InChI InChI=1S/C15H28N4O4/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)1 ...
Download InChI
Standard InChI Key XRQDFNLINLXZLB-CKIKVBCHSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL139367

Molecule Features

CHEMBL139367 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Influenza, HumanD007251EFO:0001669influenza infection4DailyMed

Clinical Data

ClinicalTrials.gov PERAMIVIR
The Cochrane Collaboration PERAMIVIR

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 CHEMBL139367. 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
CHEMBL3377 Neuraminidase Influenza B virus (strain B/Lee/1940) 1.000
CHEMBL2051 Neuraminidase Influenza A virus (A/Puerto Rico/8/1934(H1N1)) 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)) 0.999
CHEMBL1667684 Neuraminidase Influenza A virus 0.996
CHEMBL5952 Neuropeptide FF receptor 2 Homo sapiens 0.908
CHEMBL2323 Cathepsin B Bos taurus 0.886
CHEMBL5951 Neuropeptide FF receptor 1 Homo sapiens 0.746
CHEMBL209 Trypsin I Homo sapiens 0.656
CHEMBL2581 Cathepsin D Homo sapiens 0.645



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3377 Neuraminidase Influenza B virus (strain B/Lee/1940) 1.000
CHEMBL6135 Neuraminidase Influenza A virus 1.000
CHEMBL2051 Neuraminidase Influenza A virus (A/Puerto Rico/8/1934(H1N1)) 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
CHEMBL1667684 Neuraminidase Influenza A virus 0.998
CHEMBL3204 Plasminogen Rattus norvegicus 0.870
CHEMBL209 Trypsin I Homo sapiens 0.730
CHEMBL5952 Neuropeptide FF receptor 2 Homo sapiens 0.562
CHEMBL2323 Cathepsin B Bos taurus 0.509
CHEMBL5951 Neuropeptide FF receptor 1 Homo sapiens 0.487
CHEMBL2581 Cathepsin D Homo sapiens 0.237

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
328.4 328.2111 -0.14 7 148.53 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 6 1 8 7 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.08 13.1 .04 -2.46 0 23 0.28

Structural Alerts

There are 5 structural alerts for CHEMBL139367. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:XRQDFNLINLXZLB-CKIKVBCHSA-N
DailyMed peramivir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL139367



ACToR 229614-56-6
BindingDB 5024
ChEBI 85202
DrugBank DB06614
DrugCentral 4823
eMolecules 36756188
FDA SRS 9ZS94HQO3B
IBM Patent System D8ECE0AB1095F0DD0F3B3014EE1BF396
MolPort MolPort-021-804-989
Nikkaji J1.350.588H
PDBe BCZ
PubChem 154234
PubChem: Drugs of the Future 12015288
PubChem: Thomson Pharma 14850922
Selleck peramivir
SureChEMBL SCHEMBL744373
ZINC ZINC000003981610

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