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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL885
CHEMBL885
Compound Name EMTRICITABINE
ChEMBL Synonyms FTC-(-) | EMTRIVA | FTC | 524W91 | (-)-FTC | BW-524W91 | EMTRICITABINE
Max Phase 4 (Approved)
Trade Names EMTRIVA
Molecular Formula C8H10FN3O3S

Additional synonyms for CHEMBL885 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC1=NC(=O)N(C=C1F)[C@@H]2CS[C@H](CO)O2
Standard InChI InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13) ...
Download InChI
Standard InChI Key XQSPYNMVSIKCOC-NTSWFWBYSA-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


CHEMBL885

Molecule Features

CHEMBL885 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Human immunodeficiency virus type 1 reverse transcriptase inhibitor Human immunodeficiency virus type 1 reverse transcriptase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Insulin ResistanceD007333EFO:0002614insulin resistance1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection4ClinicalTrials
DailyMed
DailyMed
InfectionD007239EFO:0000544infection3ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection4ClinicalTrials
DailyMed
FDA
Hepatitis B, ChronicD019694EFO:0004197hepatitis B infection3ClinicalTrials
Hepatitis B, ChronicD019694EFO:0004239chronic hepatitis B infection3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis1ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS3ClinicalTrials

Clinical Data

ClinicalTrials.gov EMTRICITABINE
The Cochrane Collaboration EMTRICITABINE

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 CHEMBL885. 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
CHEMBL2447 Deoxycytidine kinase Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.976
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.509
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.441
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.251
CHEMBL4237 Ribosomal protein S6 kinase alpha 5 Homo sapiens 0.218
CHEMBL5311 Serine/threonine-protein kinase receptor R3 Homo sapiens 0.217



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2447 Deoxycytidine kinase Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.894
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.888
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.561
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 0.477
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 0.446
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.420
CHEMBL4237 Ribosomal protein S6 kinase alpha 5 Homo sapiens 0.314
CHEMBL2345 Ribosomal protein S6 kinase alpha 3 Homo sapiens 0.255

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
247.3 247.0427 -0.46 2 90.37 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.83 2.4 -.27 -.27 1 16 0.73

Structural Alerts

There are no structural alerts for CHEMBL885

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
J05AF09 - emtricitabine

ChemSpider ChemSpider:XQSPYNMVSIKCOC-NTSWFWBYSA-N
DailyMed emtricitabine
PubChem SID: 144205746
Wikipedia Emtricitabine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL885



ACToR 143491-57-0 143491-54-7
Brenda 18182 135620
ChEBI 31536
ChemicalBook CB5266199
DrugBank DB00879
DrugCentral 1003
eMolecules 6719178
EPA CompTox Dashboard DTXSID0040129
FDA SRS G70B4ETF4S
Human Metabolome Database HMDB0015017
IBM Patent System 3ABAABDE38CD08FD5BC818B24CD6408C
KEGG Ligand C12599
LINCS LSM-45730
Mcule MCULE-7141046266
MolPort MolPort-003-986-424
Nikkaji J523.685A
PDBe ETV
PharmGKB PA10069
PubChem 60877
PubChem: Drugs of the Future 12014747
PubChem: Thomson Pharma 14749730 14847619
SureChEMBL SCHEMBL39708
ZINC ZINC000003629271

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