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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL106
CHEMBL106
Compound Name FLUCONAZOLE
ChEMBL Synonyms UK-49,858 | [3H]-Fluconazole | CANESTEN ORAL | FLUCONAZOLE | FLUCONAZOLE IN SODIUM CHLORIDE | DIFLUCAN | DIFLUCAN ONE | Triflucan | DIFLUCAN IN SODIUM CHLORIDE
Max Phase 4 (Approved)
Trade Names Triflucan | DIFLUCAN ONE | DIFLUCAN | FLUCONAZOLE IN SODIUM CHLORIDE | CANESTEN ORAL | FLUCONAZOLE | DIFLUCAN IN SODIUM CHLORIDE
Molecular Formula C13H12F2N6O

Additional synonyms for CHEMBL106 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(Cn1cncn1)(Cn2cncn2)c3ccc(F)cc3F
Standard InChI InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-1 ...
Download InChI
Standard InChI Key RFHAOTPXVQNOHP-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL106

Molecule Features

CHEMBL106 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule 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
BlastomycosisD001759EFO:0007174blastomycosis2ClinicalTrials
Candidiasis, VulvovaginalD002181EFO:0007543vulvovaginal candidiasis3ClinicalTrials
HistoplasmosisD006660EFO:0007310histoplasmosis2ClinicalTrials
CoccidioidomycosisD003047EFO:0007211coccidioidomycosis3ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Leishmaniasis, CutaneousD016773EFO:0005046cutaneous Leishmaniasis3ClinicalTrials
LeukopeniaD007970EFO:0004233leukopenia3ClinicalTrials
Urinary Bladder, OveractiveD053201EFO:1000781overactive bladder1ClinicalTrials
Candidiasis, InvasiveD058365EFO:1001283Candidiasis, Invasive3ClinicalTrials
Intracranial HypertensionD019586EFO:1000992intracranial hypertension2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
VaginitisD014627EFO:0005757vaginal inflammation0ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease1ClinicalTrials
AspergillosisD001228EFO:0007157aspergillosis3ClinicalTrials
LymphomaD008223EFO:0000574lymphoma1ClinicalTrials
Meningitis, CryptococcalD016919EFO:0007228cryptococcal meningitis2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease1ClinicalTrials
CandidemiaD058387EFO:1001282Candidemia3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Tinea PedisD014008EFO:0007512tinea pedis3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
VulvovaginitisD014848EFO:1001240vulvovaginitis2ClinicalTrials
Candidiasis, OralD002180EFO:0007406oral candidiasis3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
Premature BirthD047928EFO:0003917premature birth2ClinicalTrials
SporotrichosisD013174EFO:0007494sporotrichosis2ClinicalTrials

Clinical Data

ClinicalTrials.gov FLUCONAZOLE
The Cochrane Collaboration FLUCONAZOLE

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 CHEMBL106. 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
CHEMBL4305 Intermediate conductance calcium-activated potassium channel protein 4 Homo sapiens 0.412

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4305 Intermediate conductance calcium-activated potassium channel protein 4 Homo sapiens 0.552

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
306.3 306.1041 0.74 5 81.65 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.01 2.94 .45 .45 3 22 0.75

Structural Alerts

There are no structural alerts for CHEMBL106

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AC - Triazole derivatives
J02AC01 - fluconazole

D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AC - Imidazole and triazole derivatives
D01AC15 - fluconazole

ChemSpider ChemSpider:RFHAOTPXVQNOHP-UHFFFAOYSA-N
DailyMed fluconazole
PubChem SID: 144204972 SID: 144209438 SID: 144210898 SID: 170464782 SID: 174007447 SID: 26748877 SID: 26753743 SID: 49666152
Wikipedia Fluconazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL106



ACToR 86386-73-4
BindingDB 25817
Brenda 49056 1579 127066
ChEBI 46081
ChemicalBook CB3740293
DrugBank DB00196
DrugCentral 1187
eMolecules 877450
EPA CompTox Dashboard DTXSID3020627
FDA SRS 8VZV102JFY
Human Metabolome Database HMDB0014342
IBM Patent System 8103F22B2A62312FC7A03C3C0609B912
LINCS LSM-2106
Mcule MCULE-8641424658
MolPort MolPort-000-883-859
NIH Clinical Collection SAM002589905
Nikkaji J23.677B
NMRShiftDB 20246881
PDBe TPF
PharmGKB PA449653
PubChem 3365
PubChem: Drugs of the Future 12013592
PubChem: Thomson Pharma 14849790
Selleck Fluconazole
SureChEMBL SCHEMBL3151
ZINC ZINC000000004009

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