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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL157101
CHEMBL157101
Compound Name KETOCONAZOLE
ChEMBL Synonyms Nizoral | Ketosidin | LEVOKETOCONAZOLE | DAKTARIN INTENSIV | KETOCONAZOLE | KETOZOLE | NIZORELLE | Panfungol | DAKTARIN GOLD | DANDRID | XOLEGEL | DANDRAZOL | KETOPINE | R 41,400 | EXTINA | NIZORAL A-D
Max Phase 4 (Approved)
Trade Names EXTINA | NIZORAL A-D | DANDRAZOL | KETOPINE | Nizoral | XOLEGEL | DAKTARIN GOLD | DANDRID | KETOZOLE | NIZORELLE | Panfungol | DAKTARIN INTENSIV | KETOCONAZOLE | Ketosidin
Molecular Formula C26H28Cl2N4O4

Additional synonyms for CHEMBL157101 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)N1CCN(CC1)c2ccc(OCC3COC(Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc ...
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-UHFFFAOYSA-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


CHEMBL157101

Molecule Features

CHEMBL157101 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cytochrome P450 51 inhibitor Cytochrome P450 51 FDA ISBN

Clinical Data

ClinicalTrials.gov KETOCONAZOLE
The Cochrane Collaboration KETOCONAZOLE

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 CHEMBL157101. 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 CHEMBL157101. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G01 - GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G01A - ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01AF - Imidazole derivatives
G01AF11 - ketoconazole

D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AC - Imidazole and triazole derivatives
D01AC08 - ketoconazole

J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AB - Imidazole derivatives
J02AB02 - ketoconazole

ChemSpider ChemSpider:XMAYWYJOQHXEEK-UHFFFAOYSA-N
DailyMed ketoconazole
PubChem SID: 456469

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL157101



ACToR 79156-75-5
Brenda 144220 41431
ChEBI 48339
DrugBank DB01026
DrugCentral 1527
eMolecules 1987348
EPA CompTox Dashboard DTXSID20273956
Guide to Pharmacology 2568
IBM Patent System E05A1834C45064E1C4388370E8DCA7C7
LINCS LSM-5148
Mcule MCULE-7223272511
MolPort MolPort-035-913-315
Nikkaji J1.095.033C
NMRShiftDB 10018239
PubChem 3823
SureChEMBL SCHEMBL8408 SCHEMBL18258319

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