ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL22587
CHEMBL22587
Compound Name ITRACONAZOLE
ChEMBL Synonyms R 51,211 | ONMEL | ITRACONAZOLE | R-51211 | Sporanox | Sporanos
Max Phase 4 (Approved)
Trade Names Sporanos | Itraconazole | ONMEL | SPORANOX
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
HEPATITIS C, CHRONICD019698EFO:0004220CHRONIC HEPATITIS C INFECTION1ClinicalTrials
INFECTIOND007239EFO:0000544INFECTION3ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0000673PROSTATE ADENOCARCINOMA2ClinicalTrials
VENOUS THROMBOSISD020246HP:0004936VENOUS THROMBOSIS1ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM1ClinicalTrials
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN1ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
SINUSITISD012852EFO:0007486SINUSITIS2ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2ClinicalTrials
NOCTURIAD053158HP:0000017NOCTURIA1ClinicalTrials
ESOPHAGEAL NEOPLASMSD004938EFO:0002916ESOPHAGEAL CARCINOMA0ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER1ClinicalTrials
ONYCHOMYCOSISD014009HP:0012203ONYCHOMYCOSIS4ClinicalTrials
ALZHEIMER DISEASED000544EFO:0000249ALZHEIMERS DISEASE1ClinicalTrials
CARCINOMA, BASAL CELLD002280EFO:0004193BASAL CELL CARCINOMA0ClinicalTrials

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
705.6 704.2393 6.43 11 100.79 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 0 2 12 0 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.47 5 4.93 4 49 0.18

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
Mcule MCULE-2446846552
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
spacer