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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL223228
CHEMBL223228
Compound Name EFAVIRENZ
ChEMBL Synonyms SUSTIVA 600 | SUSTIVA | Efavirenz
Max Phase 4 (Approved)
Trade Names SUSTIVA 600 | EFAVIRENZ | SUSTIVA
Molecular Formula C14H9ClF3NO2

Additional synonyms for CHEMBL223228 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES FC(F)(F)[C@]1(OC(=O)Nc2ccc(Cl)cc12)C#CC3CC3
Standard InChI InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21- ...
Download InChI
Standard InChI Key XPOQHMRABVBWPR-ZDUSSCGKSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL223228

Molecule Features

CHEMBL223228 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N 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
InfectionD007239EFO:0000544infection3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection3ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials

Clinical Data

ClinicalTrials.gov EFAVIRENZ
The Cochrane Collaboration EFAVIRENZ

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 CHEMBL223228. 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
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL5704 Elongation of very long chain fatty acids protein 6 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.987
CHEMBL1871 Androgen Receptor Homo sapiens 0.637
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.556



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL5704 Elongation of very long chain fatty acids protein 6 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.998
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.991
CHEMBL1871 Androgen Receptor Homo sapiens 0.955
CHEMBL240 HERG Homo sapiens 0.507
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.274

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
315.7 315.0274 4.07 0 38.33 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.24 - 3.04 3.03 1 21 0.73

Structural Alerts

There are 2 structural alerts for CHEMBL223228. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AG - Non-nucleoside reverse transcriptase inhibitors
J05AG03 - efavirenz

ChemSpider ChemSpider:XPOQHMRABVBWPR-ZDUSSCGKSA-N
DailyMed efavirenz
PubChem SID: 144205135 SID: 170464810 SID: 26719858 SID: 49681705
Wikipedia Efavirenz

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL223228



ACToR 154598-52-4
BindingDB 2483
Brenda 42381 1704
ChEBI 119486
ChemicalBook CB7181559
DrugBank DB00625
DrugCentral 989
eMolecules 2735350
EPA CompTox Dashboard DTXSID9046029
FDA SRS JE6H2O27P8
Human Metabolome Database HMDB0014763
IBM Patent System 7CF5E1A85002770ED12E9ECC868F04D7
KEGG Ligand C08088
LINCS LSM-5526
Mcule MCULE-3949811498
MolPort MolPort-003-983-924
NIH Clinical Collection SAM001246667
Nikkaji J727.577C
PDBe EFZ
PharmGKB PA449441
PubChem 64139
PubChem: Drugs of the Future 12014858
PubChem: Thomson Pharma 14850291
SureChEMBL SCHEMBL37762
ZINC ZINC000002020233

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