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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL57
CHEMBL57
Compound Name NEVIRAPINE
ChEMBL Synonyms BIRG 0587 | VIRAMUNE | VIRAMUNE XR | NEVIRAPINE
Max Phase 4 (Approved)
Trade Names NEVIRAPINE | VIRAMUNE XR | VIRAMUNE
Molecular Formula C15H14N4O

Additional synonyms for CHEMBL57 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1ccnc2N(C3CC3)c4ncccc4C(=O)Nc12
Standard InChI InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16- ...
Download InChI
Standard InChI Key NQDJXKOVJZTUJA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL57

Molecule Features

CHEMBL57 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N 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
InfectionD007239EFO:0000544infection3ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection4ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection4ClinicalTrials
DailyMed
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS3ClinicalTrials

Clinical Data

ClinicalTrials.gov NEVIRAPINE
The Cochrane Collaboration NEVIRAPINE

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 CHEMBL57. 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
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.811
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.757

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.975
CHEMBL320 Muscarinic acetylcholine receptor M3 Rattus norvegicus 0.971
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.768
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.697
CHEMBL5747 CREB-binding protein Homo sapiens 0.637

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
266.3 266.1168 2.65 1 58.12 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.05 4.25 2.64 2.64 2 20 0.86

Structural Alerts

There are no structural alerts for CHEMBL57

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AG - Non-nucleoside reverse transcriptase inhibitors
J05AG01 - nevirapine

ChemSpider ChemSpider:NQDJXKOVJZTUJA-UHFFFAOYSA-N
DailyMed nevirapine
PubChem SID: 144207968 SID: 170464869 SID: 17388862 SID: 174006996 SID: 26719643 SID: 49718173 SID: 865943
Wikipedia Nevirapine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL57



ACToR 129618-40-2
BindingDB 1434
Brenda 1896
ChEBI 63613
ChemicalBook CB9743074
DrugBank DB00238
DrugCentral 1904
eMolecules 766252
EPA CompTox Dashboard DTXSID7031797
FDA SRS 99DK7FVK1H
Human Metabolome Database HMDB0014383
IBM Patent System E18C41F8201D478DAEAF6AF0A02DF41D B5669730691130D7AE2D17FECC2CDCC7
KEGG Ligand C07263
LINCS LSM-5336
Mcule MCULE-8608154492
MolPort MolPort-002-507-817
NIH Clinical Collection SAM001246551
Nikkaji J420.601K
PDBe NVP
PharmGKB PA450616
PubChem 4463
PubChem: Drugs of the Future 12014582
PubChem: Thomson Pharma 14872507
Selleck Nevirapine(Viramune)
SureChEMBL SCHEMBL3318
ZINC ZINC000000004778

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