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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL295698
CHEMBL295698
Compound Name LEVOKETOCONAZOLE
ChEMBL Synonyms Ketoconazole | LEVOKETOCONAZOLE | Ketosidin | Nizoral a-d | Nizoral | Xolegel | Panfungol | COR-003 | Extina | R-41400 | Ketozole
Max Phase 3
Trade Names
Molecular Formula C26H28Cl2N4O4

Additional synonyms for CHEMBL295698 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)N1CCN(CC1)c2ccc(OC[C@@H]3CO[C@](Cn4ccnc4)(O3)c5ccc(Cl) ...
Download SMILES
Standard InChI InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5- ...
Download InChI
Standard InChI Key XMAYWYJOQHXEEK-ZEQKJWHPSA-N

Sources

  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL295698

Molecule Features

CHEMBL295698 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Dermatitis, SeborrheicD012628EFO:1000764seborrheic dermatitis3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Tinea PedisD014008EFO:0007512tinea pedis3ClinicalTrials
Insulin ResistanceD007333EFO:0002614insulin resistance0ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy2ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension1ClinicalTrials
HypogonadismD0070061ClinicalTrials
Immune System DiseasesD007154EFO:0000540immune system disease1ClinicalTrials
LymphomaD008223EFO:0000574lymphoma1ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis1ClinicalTrials
InfectionD007239EFO:0000544infection1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Cushing SyndromeD003480EFO:0003099Cushing syndrome3ClinicalTrials
Erectile DysfunctionD007172EFO:0004234erectile dysfunction1ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma1ClinicalTrials
OnychomycosisD0140091ClinicalTrials
Premature BirthD047928EFO:0003917premature birth1ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease1ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
GastroparesisD018589EFO:1000948gastroparesis1ClinicalTrials
NeuroblastomaD009447EFO:0000621neuroblastoma1ClinicalTrials
MelanomaD008545EFO:0000756melanoma1ClinicalTrials
AsthmaD001249EFO:0000270asthma1ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
NauseaD009325EFO:0006911Chemotherapy-induced nausea and vomiting1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov LEVOKETOCONAZOLE
The Cochrane Collaboration LEVOKETOCONAZOLE

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 CHEMBL295698. 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
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 1.000
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 1.000

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL5035 Heme oxygenase 1 Rattus norvegicus 1.000
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 1.000
CHEMBL3348 Heme oxygenase 2 Rattus norvegicus 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.997
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.991
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.980

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
531.4 530.1488 4.21 7 69.06 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 0 1 8 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.88 4.04 3.93 3 36 0.46

Structural Alerts

There are 1 structural alerts for CHEMBL295698. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:XMAYWYJOQHXEEK-ZEQKJWHPSA-N
PubChem SID: 11111347 SID: 11112822 SID: 124882653 SID: 124882654

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL295698



BindingDB 31768
Brenda 6739 69472
ChEBI 47518
DrugBank DB05667
EPA CompTox Dashboard DTXSID60161949
FDA SRS 2DJ8R0NT7K
Human Metabolome Database HMDB0012242
IBM Patent System FA3E5B30C78E661339C00D3FF83C956A
MolPort MolPort-006-167-686
Nikkaji J301.870I
PDBe KLN
PharmGKB PA450146
PubChem 47576
PubChem: Drugs of the Future 12013789
PubChem: Thomson Pharma 16774807
SureChEMBL SCHEMBL41473
ZINC ZINC000000643153

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