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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL104
CHEMBL104
Compound Name CLOTRIMAZOLE
ChEMBL Synonyms GYNE-LOTRIMIN | CANESTEN INTERNAL | TRIVAGIZOLE 3 | TRIMYSTEN | PRIVACOM | MYCIL GOLD | MYCELEX-7 COMBINATION PACK | FUNGEDERM | CANESTEN | BAY 5097 | GYNE-LOTRIMIN COMBINATION PACK | CLOTRIMAZOLE | CANESTEN AF | ACTAVALL | MASNODERM | GNF-Pf-3499 | CANDIDEN | ABTRIM | MYCELEX-7 | GYNIX | CANESTEN CRM COMBI | MYCELEX-G | MYCELEX | CANESTEN VC | GYNE-LOTRIMIN 3 COMBINATION PACK | GYNE-LOTRIMIN 3
Max Phase 4 (Approved)
Trade Names CANESTEN | FUNGEDERM | MYCELEX-7 COMBINATION PACK | MYCIL GOLD | PRIVACOM | ACTAVALL | CANESTEN AF | CLOTRIMAZOLE | GYNE-LOTRIMIN COMBINATION PACK | ABTRIM | CANDIDEN | MASNODERM | CANESTEN CRM COMBI | GYNIX | MYCELEX-7 | CANESTEN VC | MYCELEX | MYCELEX-G | CANESTEN INTERNAL | GYNE-LOTRIMIN | GYNE-LOTRIMIN 3 | GYNE-LOTRIMIN 3 COMBINATION PACK | TRIMYSTEN | TRIVAGIZOLE 3
Molecular Formula C22H17ClN2

Additional synonyms for CHEMBL104 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4
Standard InChI InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17 ...
Download InChI
Standard InChI Key VNFPBHJOKIVQEB-UHFFFAOYSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Novartis Malaria Screening
  • 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


CHEMBL104

Molecule Features

CHEMBL104 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cytochrome P450 51 inhibitor Cytochrome P450 51 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Candidiasis, OralD002180EFO:0007406oral candidiasis3ClinicalTrials
Candidiasis, VulvovaginalD002181EFO:0007543vulvovaginal candidiasis3ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials
Tinea PedisD014008EFO:0007512tinea pedis3ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia1ClinicalTrials
InfectionD007239EFO:0000544infection4ATC
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
FolliculitisD005499EFO:1000702folliculitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov CLOTRIMAZOLE
The Cochrane Collaboration CLOTRIMAZOLE

Metabolites for CHEMBL104

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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 CHEMBL104. 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
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 1.000
CHEMBL4305 Intermediate conductance calcium-activated potassium channel protein 4 Homo sapiens 0.999
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 0.999
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 0.989
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.909
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.741
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.395
CHEMBL2722 Cytochrome P450 11B2 Homo sapiens 0.306
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.278



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 1.000
CHEMBL4305 Intermediate conductance calcium-activated potassium channel protein 4 Homo sapiens 1.000
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 0.992
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 0.989
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.940
CHEMBL3401 Pregnane X receptor Homo sapiens 0.475
CHEMBL2722 Cytochrome P450 11B2 Homo sapiens 0.390

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
344.9 344.108 5.38 4 17.82 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 1 2 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.12 4.92 4.9 4 25 0.45

Structural Alerts

There are 3 structural alerts for CHEMBL104. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AB - Antiinfectives and antiseptics for local oral treatment
A01AB18 - clotrimazole

D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AC - Imidazole and triazole derivatives
D01AC01 - clotrimazole

G - GENITO URINARY SYSTEM AND SEX HORMONES
G01 - GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G01A - ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01AF - Imidazole derivatives
G01AF02 - clotrimazole

ChemSpider ChemSpider:VNFPBHJOKIVQEB-UHFFFAOYSA-N
DailyMed clotrimazole
PubChem SID: 11110962 SID: 11110963 SID: 11532882 SID: 124879671 SID: 144203662 SID: 144210733 SID: 170464807 SID: 26747486 SID: 26747487 SID: 50106076 SID: 50106077 SID: 50106078 SID: 50106079 SID: 569393 SID: 85230973 SID: 90340692
Wikipedia Clotrimazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL104



ACToR 117829-71-7 23593-75-1
Atlas clotrimazole
BindingDB 31774
Brenda 48920 48919 1496
ChEBI 3764
ChemicalBook CB7404063
DrugBank DB00257
DrugCentral 719
eMolecules 499093
EPA CompTox Dashboard DTXSID7029871
FDA SRS G07GZ97H65
Guide to Pharmacology 2330
Human Metabolome Database HMDB0001922
IBM Patent System 3BC95088AB8DFCC812A4F86DB73FB398
KEGG Ligand C06922
LINCS LSM-5341
Mcule MCULE-6862012558
MolPort MolPort-002-557-756
NIH Clinical Collection SAM001247056
Nikkaji J3.156I
PDBe CL6
PharmGKB PA449057
PubChem 2812
PubChem: Thomson Pharma 14802606
Selleck Clotrimazole(Canesten)
SureChEMBL SCHEMBL3850
ZINC ZINC000003807804

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