Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1262

OXICONAZOLE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
Clc1ccc(CO/N=C(\Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1

Basic Information

ChEMBL ID CHEMBL1262
Name OXICONAZOLE
Phase Approved
Structure Type MOL
InChI Key QRJJEGAJXVEBNE-HKOYGPOVSA-N
Therapeutic ✓ Yes

Known Names

Oxiconazol Oxiconazole Oxizole
25
Targets
48
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

429.1
MW (Da)
6.12
ALogP
4
HBA
0
HBD
39.4
PSA (Ų)
0.35
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1988
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -conazole
USAN Year 1987

Extended Properties

Molecular Formula C18H13Cl4N3O
MW 429.13
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.47

ATC Classification

D01AC11
oxiconazole
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE
G01AF17
oxiconazole
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS

Activity Summary

IC50 27 meas. best 7.4
Ki 20 meas. best 6.45
EC50 1 meas. best 4.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 2C19
CHEMBL3622
IC50 7.4 7.4 40.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 7.05 7.05 90.0 1
Adenosine receptor A3
CHEMBL256
Ki 6.45 6.45 358.6 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.37 6.37 425.1 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.22 6.22 605.1 1
Thromboxane-A synthase
CHEMBL1835
IC50 6.21 6.21 617.4 1
Adenosine receptor A3
CHEMBL256
IC50 6.2 6.2 634.5 1
D(3) dopamine receptor
CHEMBL234
Ki 6.17 6.17 677.1 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 6.1 6.1 800.1 1
Unchecked
CHEMBL612545
Ki 6.02 5.8233 945.7 3
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 6.02 6.02 960.4 1
Cytochrome P450 2D6
CHEMBL289
IC50 6.0 6.0 1000.0 1
Substance-K receptor
CHEMBL2327
Ki 5.97 5.97 1073.9 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.94 5.94 1140.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.92 5.92 1189.4 1
Unchecked
CHEMBL612545
IC50 5.83 5.74 1471.1 3
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.82 5.82 1531.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 5.78 5.78 1666.3 1
Delta-type opioid receptor
CHEMBL236
Ki 5.73 5.73 1871.2 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.72 5.72 1910.3 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.72 5.72 1894.5 1
D(3) dopamine receptor
CHEMBL234
IC50 5.7 5.7 1993.7 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.68 5.68 2068.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.68 5.68 2109.8 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 5.58 5.58 2655.5 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 5.53 5.53 2931.4 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.52 5.52 3000.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 5.5 5.5 3187.1 1
Substance-K receptor
CHEMBL2327
IC50 5.49 5.49 3221.8 1
Beta-3 adrenergic receptor
CHEMBL246
Ki 5.45 5.45 3558.7 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.44 5.44 3649.9 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.39 5.39 4082.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 5.38 5.38 4163.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 5.38 5.38 4164.5 1
D(1A) dopamine receptor
CHEMBL2056
IC50 5.38 5.38 4136.1 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.34 5.34 4606.4 1
Muscarinic acetylcholine receptor M3
CHEMBL245
IC50 5.34 5.34 4531.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 5.33 5.33 4736.4 1
Acetylcholinesterase
CHEMBL220
IC50 5.33 5.33 4646.5 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 5.32 5.32 4744.9 1
Delta-type opioid receptor
CHEMBL236
IC50 5.28 5.28 5308.1 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 5.25 5.25 5577.4 1
Unchecked
CHEMBL612545
EC50 4.87 4.87 13500.0 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 4.55 4.55 28000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 2C19 IC50 = 40.0 nM 7.4 DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Cytochrome P450 3A4 IC50 = 90.0 nM 7.05 DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluorome... -
Adenosine receptor A3 Ki = 358.6 nM 6.45 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Sodium-dependent serotonin transporter Ki = 425.1 nM 6.37 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Alpha-2C adrenergic receptor Ki = 605.1 nM 6.22 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
Thromboxane-A synthase IC50 = 617.4 nM 6.21 DRUGMATRIX: Thromboxane Synthetase enzyme inhibition (substrate: PGH2) -
Adenosine receptor A3 IC50 = 634.5 nM 6.2 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
D(3) dopamine receptor Ki = 677.1 nM 6.17 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Sodium-dependent serotonin transporter IC50 = 800.1 nM 6.1 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Unchecked Ki = 945.7 nM 6.02 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Muscarinic acetylcholine receptor M3 Ki = 960.4 nM 6.02 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Cytochrome P450 2D6 IC50 = 1000.0 nM 6.0 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Substance-K receptor Ki = 1073.9 nM 5.97 DRUGMATRIX: Tachykinin NK2 radioligand binding (ligand: [3H] SR-48968) -
Muscarinic acetylcholine receptor M1 Ki = 1140.7 nM 5.94 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
5-hydroxytryptamine receptor 2A Ki = 1189.4 nM 5.92 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
Unchecked Ki = 1343.8 nM 5.87 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 1473.0 nM 5.83 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 1471.1 nM 5.83 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Alpha-2A adrenergic receptor Ki = 1531.0 nM 5.82 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Alpha-2B adrenergic receptor Ki = 1666.3 nM 5.78 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
25036789 10.1016/j.ejmech.2014.06.078 Indoleamine 2,3-dioxygenase 1 4
12383016 10.1021/jm020980t Nakaseomyces glabratus 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
12383016 10.1021/jm020980t Trichophyton rubrum 2
12383016 10.1021/jm020980t Trichophyton benhamiae 2
12383016 10.1021/jm020980t Aspergillus flavus 2
12383016 10.1021/jm020980t Aspergillus fumigatus 2
12383016 10.1021/jm020980t Candida parapsilosis 2
12383016 10.1021/jm020980t Candida albicans 2
18313805 10.1016/j.ejmech.2008.01.006 Candida parapsilosis 1
18313805 10.1016/j.ejmech.2008.01.006 Staphylococcus aureus 1
18313805 10.1016/j.ejmech.2008.01.006 Trichophyton mentagrophytes 1

Data from ChEMBL 36 via Core Engine