Compound Detail
CHEMBL3311228
OTESECONAZOLE 💊 Approved Drug
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💊 Approved Drug
O[C@@](Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(-c2ccc(OCC(F)(F)F)cc2)cn1
Basic Information
| ChEMBL ID | CHEMBL3311228 |
| Name | OTESECONAZOLE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | IDUYJRXRDSPPRC-NRFANRHFSA-N |
| Therapeutic | ✓ Yes |
4
Targets
7
Activities
2
Assay Types
1
PK Parameters
20
Publications
4
Known Names
4
Indications
1
Mechanisms
Molecular Properties
527.4
MW (Da)
4.63
ALogP
7
HBA
1
HBD
86.0
PSA (Ų)
0.34
QED
1
Ro5 Violations
8
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2022 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Lanosterol 14-alpha demethylase inhibitor | INHIBITOR | Lanosterol 14-alpha demethylase | ✓ | ✓ |
Indications
Candidiasis, Vulvovaginal Onychomycosis Tinea Pedis Mycoses
ATC Classification
J02AC06
oteseconazole
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIMYCOTICS FOR SYSTEMIC USE
Activity Summary
IC50 6 meas. best 6.7
Kd 1 meas. best 8.41
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Unchecked CHEMBL612545 | Kd | 8.41 | 8.41 | 3.9 | 1 |
| Unchecked CHEMBL612545 | IC50 | 6.7 | 6.7 | 200.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 4.19 | 4.19 | 65000.0 | 3 |
| Cytochrome P450 2C19 CHEMBL3622 | IC50 | 4.14 | 4.14 | 72000.0 | 1 |
| Cytochrome P450 2C9 CHEMBL3397 | IC50 | 4.0 | 4.0 | 99000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| T1/2 | 24.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Unchecked | Kd | = | 3.9 | nM | 8.41 | Binding affinity to Acanthamoeba castellanii CYP51 expressed in Escherichia coli... | 38683753 |
| Unchecked | IC50 | = | 200.0 | nM | 6.7 | Catalytic inhibition of Acanthamoeba castellanii CYP51 expressed in Escherichia ... | 38683753 |
| Cytochrome P450 3A4 | IC50 | = | 65000.0 | nM | 4.19 | Inhibition of CYP3A4 in human hepatocytes using testosterone as substrate by HPL... | 24948565 |
| Cytochrome P450 3A4 | IC50 | = | 65000.0 | nM | 4.19 | Inhibition of CYP3A4 in human hepatocyte microsomes using testosterone substrate... | 28651982 |
| Cytochrome P450 3A4 | IC50 | = | 65000.0 | nM | 4.19 | Inhibition of CYP3A4 (unknown origin) | 37480712 |
| Cytochrome P450 2C19 | IC50 | = | 72000.0 | nM | 4.14 | Inhibition of CYP2C19 (unknown origin) | 24948565 |
| Cytochrome P450 2C9 | IC50 | = | 99000.0 | nM | 4.0 | Inhibition of CYP2C9 (unknown origin) | 24948565 |
Literature References
Data from ChEMBL 36 via Core Engine