KETOCONAZOLE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC D01AC08 G01AF11 H02CA03 J02AB02
UNII R9400W927I
EPA CompTox DTXSID20273956

Structure

InChI Key XMAYWYJOQHXEEK-UHFFFAOYSA-N
Smiles CC(=O)N1CCN(c2ccc(OCC3COC(Cn4ccnc4)(c4ccc(Cl)cc4Cl)O3)cc2)CC1
InChI
InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H28Cl2N4O4
Molecular Weight 531.44
AlogP 4.21
Hydrogen Bond Acceptor 7.0
Number of Rotational Bond 7.0
Polar Surface Area 69.06
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 36.0

Pharmacology

Mechanism of Action Action Reference
Cytochrome P450 51 inhibitor INHIBITOR FDA ISBN
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 8-38
Enzyme Cytochrome P450 Cytochrome P450 family 11 Cytochrome P450 family 11B Cytochrome P450 11B1
- 116-608 - - 61-93
Enzyme Cytochrome P450 Cytochrome P450 family 11 Cytochrome P450 family 11B Cytochrome P450 11B2
- 67-650 - - 36-36
Enzyme Cytochrome P450 Cytochrome P450 family 17 Cytochrome P450 family 17A Cytochrome P450 17A1
- 26-920 - 38-38 19-78.69
Enzyme Cytochrome P450 Cytochrome P450 family 19 Cytochrome P450 family 19A Cytochrome P450 19A1
- 40-900 - 398.11-400 17.7-92.5
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2A Cytochrome P450 2A2
- 369-543 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - - 11-57
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 1-79
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 21-75
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 1-4
Enzyme Cytochrome P450 Cytochrome P450 family 24 Cytochrome P450 family 24A Cytochrome P450 24A1
- 126-520 - 33-35 -
Enzyme Cytochrome P450 Cytochrome P450 family 27 Cytochrome P450 family 27B Cytochrome P450 27B1
- 340-360 - 58-58 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 1-786 - 7-49 1-103
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- - - - 81
Enzyme Cytochrome P450 Cytochrome P450 family 4 Cytochrome P450 family 4F Cytochrome P450 4F2
- - - 740 -
Enzyme Cytochrome P450 Cytochrome P450 family 51 Cytochrome P450 family 51A Cytochrome P450 51A1
- 47-190 110-110 24.5-65 -
Enzyme Cytochrome P450 Cytochrome P450 family 7 Cytochrome P450 family 7A Cytochrome P450 7A1
- 195 - - -
Enzyme Oxidoreductase
- - - - 59.8
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) GnRH receptor
- - 0.221-811 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
- - - - 93
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 24.7-98.1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 82.3
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 29.4-74.2
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Arthroderma benhamiae
- - - - 1
Aspergillus fumigatus
- - - - 100
Balamuthia mandrillaris
- - - - 0-88.5
Bos taurus
- 152-608 320 - -
CYP11B
- - - - 78
Candida albicans
- 10-300 - - 100-100
Candida glabrata
- 700 - - 100
Candida parapsilosis
- 40 - - 100
Candida tropicalis
- 40 - - 10-100
Cricetulus griseus
- - - - 69.11-98.1
Cryptococcus neoformans
- 20-100 - - 10-100
Homo sapiens
- 1-900 110-110 7-740 4-103
Mus musculus
- 360-360 - 58-58 8-10
Phialophora verrucosa
- - - - 10
Pichia kudriavzevii
- 400 - - 100
Rattus norvegicus
- 0.71-786 0.221-811 65 48-78.69
Saprolegnia
- - - - 10
Sporothrix schenckii
- - - - 10
Sus scrofa
- 50 - - -
Trichophyton mentagrophytes
- 100-200 - - -
Trichophyton rubrum
- 10-20 - - 1
Trypanosoma cruzi
0.3 22.7 - - 18

Related Entries

Environmental Exposure

Environmental Exposure Map
Countries
Sweden

Cross References

Resources Reference
ChEBI 48339
ChEMBL CHEMBL157101
DrugBank DB01026
DrugCentral 1527
FDA SRS R9400W927I
Guide to Pharmacology 2568
KEGG D00351
PDB KLN
SureChEMBL SCHEMBL8408
ZINC ZINC00643153
CONTENTS