MICONAZOLE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC A01AB09 A07AC01 D01AC02 G01AF04 J02AB01 S02AA13
UNII 7NNO0D7S5M
EPA CompTox DTXSID6023319

Structure

InChI Key BYBLEWFAAKGYCD-UHFFFAOYSA-N
Smiles Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
InChI
InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H14Cl4N2O
Molecular Weight 416.14
AlogP 6.45
Hydrogen Bond Acceptor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 27.05
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 25.0

Pharmacology

Mechanism of Action Action Reference
Cytochrome P450 51 inhibitor INHIBITOR PubMed PubMed PubMed PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 17 Cytochrome P450 family 17A Cytochrome P450 17A1
- - - 243 -
Enzyme Cytochrome P450 Cytochrome P450 family 19 Cytochrome P450 family 19A Cytochrome P450 19A1
400 600 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 8.6
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 74.2-851.14 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 51 Cytochrome P450 family 51A Cytochrome P450 51A1
- 200 200 - -
Enzyme Cytochrome P450
400 74.2-851.14 200 243 8.6
Enzyme Oxidoreductase
- - - - 77.2
Enzyme
400 74.2-851.14 200 243 77.2
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 22
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Arthroderma otae
- 230 - - 90
Aspergillus niger
- - - - 10
Candida albicans
- 300 - - 50-90
Candida glabrata
- 120 - - -
Cricetulus griseus
- - - - 33-69
Fusarium solani
- - - - 90
Homo sapiens
- 74.2-850 - 243 8.6-77.2
Kluyveromyces marxianus
- 30 - - -
Leishmania donovani
- - - - 100-100
Mycobacterium smegmatis
- - 940 - -
Mycobacterium tuberculosis
- - 200 - -
Mycobacterium tuberculosis H37Rv
- - 73 - -
Plasmodium falciparum
- 200-200 - - -
Plasmodium yoelii yoelii
- 2.03 - - -
Trichophyton longifusum
- - - - 100
Trichophyton mentagrophytes
- 400 - - -
Trichophyton quinckeanum
- 790 - - -
Trichophyton rubrum
- 140-330 - - -

Related Entries

Cross References

Resources Reference
CAS NUMBER 22916-47-8
ChEBI 82892
ChEMBL CHEMBL91
DrugBank DB01110
DrugCentral 1800
FDA SRS 7NNO0D7S5M
Human Metabolome Database HMDB0015242
Guide to Pharmacology 2449
PharmGKB PA450494
PubChem 4189
SureChEMBL SCHEMBL2866
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