ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL458875
CHEMBL458875
Compound Name CLEVUDINE
ChEMBL Synonyms L-FMAU | LEVOVIR | CLEVUDINE
Max Phase 3
Trade Names
Molecular Formula C10H13FN2O5

Additional synonyms for CHEMBL458875 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1=CN([C@H]2O[C@@H](CO)[C@H](O)[C@H]2F)C(=O)NC1=O
Standard InChI InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5 ...
Download InChI
Standard InChI Key GBBJCSTXCAQSSJ-XQXXSGGOSA-N

Sources

  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL458875

Molecule Features

CHEMBL458875 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HEPATITIS B, CHRONICD019694EFO:0004239CHRONIC HEPATITIS B INFECTION3ClinicalTrials

Clinical Data

ClinicalTrials.gov CLEVUDINE
The Cochrane Collaboration CLEVUDINE

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 CHEMBL458875. 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
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.997
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.997
CHEMBL256 Adenosine A3 receptor Homo sapiens 0.996
CHEMBL1781 DNA topoisomerase I Homo sapiens 0.897
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.785



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 1.000
CHEMBL4580 Thymidine kinase, mitochondrial Homo sapiens 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL3106 Thymidine phosphorylase Homo sapiens 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL2982 Adenosine kinase Toxoplasma gondii 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
260.2 260.0808 -1.07 2 99.1 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.55 - -.12 -.13 0 18 0.59

Structural Alerts

There are no structural alerts for CHEMBL458875

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
J05AF12 - clevudine

ChemSpider ChemSpider:GBBJCSTXCAQSSJ-XQXXSGGOSA-N
Wikipedia Clevudine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL458875



ACToR 163252-36-6
Brenda 85343 51253
ChEBI 135964
DrugBank DB06683
DrugCentral 4394
eMolecules 36788125
FDA SRS IN51MVP5F1
IBM Patent System 9F1E442758E4C41DE43FE7B85C615F9D
MolPort MolPort-005-935-599
Nikkaji J945.904I
PubChem 73115
PubChem: Drugs of the Future 12014935
PubChem: Thomson Pharma 14750145 15666039 14750146
Selleck clevudine-levovir
SureChEMBL SCHEMBL233494
ZINC ZINC000000001484

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