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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201196
CHEMBL1201196
Compound Name SERTACONAZOLE
ChEMBL Synonyms Dermofix | SERTACONAZOLE NITRATE | Demofix | SERTACONAZOLE | Ertaczo | ERTACZO
Max Phase 4 (Approved)
Trade Names ERTACZO | Dermofix
Molecular Formula C20H15Cl3N2OS

Additional synonyms for CHEMBL1201196 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Clc1ccc(C(Cn2ccnc2)OCc3csc4c(Cl)cccc34)c(Cl)c1
Standard InChI InChI=1S/C20H15Cl3N2OS/c21-14-4-5-16(18(23)8-14)19(9-25-7-6- ...
Download InChI
Standard InChI Key JLGKQTAYUIMGRK-UHFFFAOYSA-N

Sources

  • 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


CHEMBL1201196

Molecule Features

CHEMBL1201196 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Candidiasis, VulvovaginalD002181EFO:0007543vulvovaginal candidiasis2ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials

Clinical Data

ClinicalTrials.gov SERTACONAZOLE
The Cochrane Collaboration SERTACONAZOLE

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 CHEMBL1201196. 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
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 1.000
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 1.000
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 1.000
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.999
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.988
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.966
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.958
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 0.814
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 0.716



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 1.000
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.979
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.957
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.940
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.841
CHEMBL3348 Heme oxygenase 2 Rattus norvegicus 0.758
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.731
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.520
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.373
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.353
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 0.226

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
437.8 435.9971 7.02 6 27.05 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 1 3 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.68 5.77 5.7 4 27 0.32

Structural Alerts

There are no structural alerts for CHEMBL1201196

Compound Cross References

ATC D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AC - Imidazole and triazole derivatives
D01AC14 - sertaconazole

G - GENITO URINARY SYSTEM AND SEX HORMONES
G01 - GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G01A - ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01AF - Imidazole derivatives
G01AF19 - sertaconazole

ChemSpider ChemSpider:JLGKQTAYUIMGRK-UHFFFAOYSA-N
DailyMed sertaconazole nitrate
Wikipedia Sertaconazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201196



ACToR 99592-32-2
ChEBI 83682
ChemicalBook CB6701774
DrugBank DB01153
DrugCentral 2434
eMolecules 36759389
EPA CompTox Dashboard DTXSID0048551
Human Metabolome Database HMDB0015284
IBM Patent System C97C3CE795B54158D0B3F21739071B27
LINCS LSM-1938
MolPort MolPort-006-167-721
Nikkaji J369.930G
PharmGKB PA164748328
PubChem 65863
PubChem: Thomson Pharma 14807917
SureChEMBL SCHEMBL66043

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