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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL22587
CHEMBL22587
Compound Name ITRACONAZOLE
ChEMBL Synonyms SPORANOX I.V. | ITRACONAZOLE | ONMEL | SPORANOX-PULSE | Sporanos | R 51,211 | SPORANOX
Max Phase 4 (Approved)
Trade Names SPORANOX-PULSE | Sporanos | ITRACONAZOLE | ONMEL | SPORANOX | SPORANOX I.V.
Molecular Formula C35H38Cl2N8O4

Additional synonyms for CHEMBL22587 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OC[C@H]5CO[C@@]( ...
Download SMILES
Standard InChI InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5 ...
Download InChI
Standard InChI Key VHVPQPYKVGDNFY-ZPGVKDDISA-N

Sources

  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • 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


CHEMBL22587

Molecule Features

CHEMBL22587 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y 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:0007174blastomycosis1ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma0ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme1ClinicalTrials
HistoplasmosisD006660EFO:0007310histoplasmosis1ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome1ClinicalTrials
SporotrichosisD013174EFO:0007494sporotrichosis1ClinicalTrials
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma1ClinicalTrials
Venous ThrombosisD020246HP:0004936Venous thrombosis1ClinicalTrials
Aspergillosis, Allergic BronchopulmonaryD001229EFO:0007140allergic bronchopulmonary aspergillosis2ClinicalTrials
Muscular Atrophy, SpinalD0091341ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
CachexiaD002100HP:0004326cachexia1ClinicalTrials
MycetomaD008271EFO:0007265eumycotic mycetoma2ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain1ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome1ClinicalTrials
MelanomaD008545EFO:0002617metastatic melanoma1ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma1ClinicalTrials
NocturiaD0531581ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease1ClinicalTrials
SinusitisD012852EFO:0007486sinusitis2ClinicalTrials
Carcinoma, Basal CellD002280EFO:0004193basal cell carcinoma0ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma1ClinicalTrials
Hematologic DiseasesD006402HP:0001871abnormality of blood and blood-forming tissues2ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Meningitis, CryptococcalD016919EFO:0007228cryptococcal meningitis2ClinicalTrials
OnychomycosisD0140093ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov ITRACONAZOLE
The Cochrane Collaboration ITRACONAZOLE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
705.7 704.2393 5.58 11 104.7 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 0 3 12 0 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.47 5 4.93 5 49 0.17

Structural Alerts

There are 1 structural alerts for CHEMBL22587. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AC - Triazole derivatives
J02AC02 - itraconazole

ChemSpider ChemSpider:VHVPQPYKVGDNFY-ZPGVKDDISA-N
DailyMed itraconazole
PubChem SID: 144204405 SID: 170464949
Wikipedia Itraconazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL22587



ACToR 84604-65-9 84625-61-6
BindingDB 50127138
ChEBI 6076
DrugBank DB01167
eMolecules 29541763 902000 36753603
EPA CompTox Dashboard DTXSID3023180
Human Metabolome Database HMDB0015298
IBM Patent System EDCD851B34FE9ACEC46EAB1928D80438
LINCS LSM-45773
Mcule MCULE-2446846552
MolPort MolPort-003-848-295
Nikkaji J930.334K
PharmGKB PA450132
PubChem 55283
PubChem: Thomson Pharma 14913180 14766373
Selleck Itraconazole(Sporanox)
SureChEMBL SCHEMBL23934

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