ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL638
CHEMBL638
Compound Name VORICONAZOLE
ChEMBL Synonyms VORICONAZOLE | VFEND | UK-109,496
Max Phase 4 (Approved)
Trade Names VFEND | VORICONAZOLE
Molecular Formula C16H14F3N5O

Additional synonyms for CHEMBL638 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H](c1ncncc1F)[C@](O)(Cn2cncn2)c3ccc(F)cc3F
Standard InChI InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24- ...
Download InChI
Standard InChI Key BCEHBSKCWLPMDN-MGPLVRAMSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL638

Molecule Features

CHEMBL638 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cytochrome P450 51 inhibitor Cytochrome P450 51 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Aspergillosis, Allergic BronchopulmonaryD001229EFO:0007140allergic bronchopulmonary aspergillosis2ClinicalTrials
Candidiasis, InvasiveD058365EFO:1001283Candidiasis, Invasive3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia3ClinicalTrials
NeutropeniaD0095031ClinicalTrials
LeukemiaD007938EFO:0000565leukemia3ClinicalTrials
AspergillosisD001228EFO:0007157aspergillosis3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia1ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials

Clinical Data

ClinicalTrials.gov VORICONAZOLE
The Cochrane Collaboration VORICONAZOLE

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 CHEMBL638. 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
CHEMBL4718 MAP kinase-interacting serine/threonine-protein kinase MNK1 Homo sapiens 0.963
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.573

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4718 MAP kinase-interacting serine/threonine-protein kinase MNK1 Homo sapiens 0.973
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.841
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 0.687

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
349.3 349.115 2.18 5 76.72 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 6 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.54 2.72 1.21 1.21 3 25 0.76

Structural Alerts

There are no structural alerts for CHEMBL638

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AC - Triazole derivatives
J02AC03 - voriconazole

ChemSpider ChemSpider:BCEHBSKCWLPMDN-MGPLVRAMSA-N
DailyMed voriconazole
PubChem SID: 144205794 SID: 170464890 SID: 26719857
Wikipedia Voriconazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL638



ACToR 137234-62-9
BindingDB 50333117
ChEBI 10023
ChemicalBook CB1160110
DrugBank DB00582
DrugCentral 2846
eMolecules 30100386 30487979 902682
EPA CompTox Dashboard DTXSID5046485
FDA SRS JFU09I87TR
Human Metabolome Database HMDB0014720
IBM Patent System 9D9A3A94DE527A88AD152B5C21362AFF
KEGG Ligand C07622
LINCS LSM-5244
MolPort MolPort-003-850-863
NIH Clinical Collection SAM001246664
Nikkaji J709.476K
PDBe VOR
PharmGKB PA10233
PubChem 71616
PubChem: Drugs of the Future 12014673
PubChem: Thomson Pharma 14900759 14754154
Selleck Voriconazole
SureChEMBL SCHEMBL36233
ZINC ZINC000000014864

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