> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/levoketoconazole-2a0d3bb3-2041-43ef-88c8-8cf814b51e4c > Record changed: 2026-10-13 # Levoketoconazole Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) First approval year 2021 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) ## Development status **First approval year** 2021 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **Drug name** Levoketoconazole Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **Molecular weight** 531.44 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **Structure (SMILES)** CC(=O)N1CCN(c2ccc(OC\[C@@H\]3CO\[C@@\](Cn4ccnc4)(c4ccc(Cl)cc4Cl)O3)cc2)CC1 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) ### Brand names (2) - recorlev - Recorlev ### Other names (24) - (-)-(2s,4r)-ketoconazole - 2s 4r ketoconazole - 2s,4r ketoconazole - 2s,4r-ketoconazole - cor 003 - COR-003 - cor003 - COR003 - dio 902 - DIO-902 - ketoconazole 2s 4r - Ketoconazole, (2s,4r)- - levoketoconazol - Levoketoconazol - levoketoconazole - Levoketoconazole - Levoketoconazole \[INN\] - Levoketoconazole \[USAN\] - Levoketoconazole \[WHO-DD\] - levoketoconazole inn - levoketoconazole usan - levoketoconazole who dd - normocort - Normocort ## Identifiers **ATC classification codes** - H02CA04 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **CAS registry numbers** - 142128-57-2 **ChEMBL ID** CHEMBL295698 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **InChIKey** XMAYWYJOQHXEEK-ZEQKJWHPSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL295698) **PubChem compound IDs** - 47576 **RxNorm IDs (RxCUI)** - 2588846 **FDA ingredient codes (UNII)** - 2DJ8R0NT7K ## Regulatory information ### United States **Applicant** STRONGBRIDGE **Approval date** 30 Dec 2021 **Application number** NDA214133 ### Other regulatory facts **Patents** 9 **Designations** 1 **Earliest recorded loss of exclusivity** 2 Mar 2040 **First in class** No **Fast track** No **Breakthrough designation** No **Orphan designation** No **Priority review** No **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only **Boxed warning** Yes ## Pharmacology ### Drug classification **Pharmacology name** levoketoconazole **Type** Synthetic organic **Drug name stem** \-conazole **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral ### Mechanisms of action (5) - **Action** Inhibition **Action type** Inhibitor **Target** CYP17A1 **Gene symbol** CYP17A1 **Protein identifier** P05093 **Median affinity** 7.42 **Affinity units** pKi - **Mechanism** Cytochrome P450 11A1 inhibitor **Action type** Inhibitor **Target** Cholesterol side-chain cleavage enzyme, mitochondrial **Protein identifier** P05108 - **Mechanism** Cytochrome P450 11B1 inhibitor **Action type** Inhibitor **Target** Cytochrome P450 11B1, mitochondrial **Protein identifier** P15538 - **Mechanism** Cytochrome P450 11B2 inhibitor **Action type** Inhibitor **Target** Cytochrome P450 11B2, mitochondrial **Protein identifier** P19099 - **Mechanism** Cytochrome P450 17A1 inhibitor **Action type** Inhibitor **Target** Steroid 17-alpha-hydroxylase/17,20 lyase **Protein identifier** P05093 ### Open Targets mechanisms (4) - **Mechanism** Cytochrome P450 11A1 inhibitor **Action type** Inhibitor **Target** Cholesterol side-chain cleavage enzyme, mitochondrial - **Mechanism** Cytochrome P450 11B1 inhibitor **Action type** Inhibitor **Target** Cytochrome P450 11B1, mitochondrial - **Mechanism** Cytochrome P450 11B2 inhibitor **Action type** Inhibitor **Target** Cytochrome P450 11B2, mitochondrial - **Mechanism** Cytochrome P450 17A1 inhibitor **Action type** Inhibitor **Target** Steroid 17-alpha-hydroxylase/17,20 lyase ### Investigated indications (5) - **Condition** Cushing Syndrome **Highest recorded phase** 4 **Condition identifier** EFO:0003099 **Subject identifier** D003480 - **Condition** Adrenal Gland Diseases **Highest recorded phase** 4 **Condition identifier** EFO:0005539 **Subject identifier** D000307 - **Condition** Adrenocortical Hyperfunction **Highest recorded phase** 4 **Condition identifier** EFO:1000797 **Subject identifier** D000308 - **Condition** Pituitary ACTH Hypersecretion **Highest recorded phase** 3 **Condition identifier** EFO:1001110 **Subject identifier** D047748 - **Condition** Diabetes Mellitus, Type 2 **Highest recorded phase** 2 **Condition identifier** MONDO:0005148 **Subject identifier** D003924 ### Open Targets indications (9) - **Condition identifier** EFO\_0003099 - **Condition identifier** EFO\_0005539 - **Condition identifier** EFO\_1000797 - **Condition identifier** EFO\_1001110 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0005148 - **Condition identifier** MONDO\_0005148 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0005495 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0006640 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0018912 **Highest recorded phase** 4 ### Warnings (2) - **Warning** Black Box Warning **Effect** cardiotoxicity - **Warning** Black Box Warning **Effect** hepatotoxicity ### Open Targets warnings (2) - **Warning** Black Box Warning **Effect** cardiotoxicity **Country** United States - **Warning** Black Box Warning **Effect** hepatotoxicity **Country** United States ### Trial references (5) - NCT00494663 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00494663) - NCT00622089 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00622089) - NCT01838551 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01838551) - NCT03277690 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03277690) - NCT03621280 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03621280) ## Dosing **Dose** 150 mg **Route** Oral **How often** Twice daily, then titrate by 150 mg daily no more frequently than every 2-3 weeks, maximum 1200 mg daily as 600 mg twice daily, may reduce to once daily ### Conditions of use - Take with or without food ## Chemical properties **Hydrogen bond acceptors** 7 **Hydrogen bond donors** 0 **Polar surface area** 69.06 **Calculated partition coefficient (ALogP)** 4.21 **Calculated partition coefficient (XLogP)** 4.3 **Prodrug** No **Chirality** Single enantiomer **Inorganic** No **Rule-of-five violations** 1 **Rotatable bonds** 7 **Heavy atoms** 36 **Molecular formula** C26H28Cl2N4O4 **Monoisotopic mass** 530.1487608 **Natural product** Yes ## National Drug Codes - 72065-003 ## Evidence counts **Recorded assays** 302 **Active assays** 17 ### Active assay types (2) - Confirmatory - Other ## Pharmacologic actions - Antifungal Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000935.html) - 14-alpha Demethylase Inhibitors Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D058888.html) - Cytochrome P-450 CYP3A Inhibitors Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D065692.html) ## Biological measurements These details could not be displayed. ## Related records ### Trials (26) - A Phase 1/2a Study of the 2S,4R Enantiomer of Ketoconazole in Subjects With Type 2 Diabetes Mellitus - A Phase 2b Study of DIO-902 or DIO-902 Placebo in Addition to Metformin and Atorvastatin or Atorvastatin Placebo for Type 2 Diabetes - [A Study Comparing Ketoconazole Shampoo, 2% and Ketoconazole 2% Shampoo (RS) in the Treatment of Tinea Versicolor.](https://trialight.com/data/trial/a-study-comparing-ketoconazole-shampoo-2-and-ketoconazole-2-708721ea-a471-4fd6-b550-3faa4d4dbe1f.md) - A Study to Assess the Safety and Efficacy of Levoketoconazole in the Treatment of Endogenous Cushing's Syndrome. - Alternation in the Human Microbiome With Commonly Used Topical Medications - An Efficacy Study of a New Formulation of Ketoconazole 2% Cream in Patients With Tinea Pedis, Commonly Known as Athlete's Foot - Bioavailability of Levoketoconazole and Ketoconazole Tablets - Clinical Study to Evaluate the Therapeutic Equivalence of Ketoconazole Cream 2% in the Treatment of Tinea Pedis - Clobetasol Propionate 0.05% Shampoo in Association With Antifungal Shampoo in Scalp Seborrheic Dermatitis - Cytochrome P450 Inhibition to Decrease Dosage of Dasatinib for Chronic Myelogenous Leukemia - Hormonal Mechanisms of Sleep Restriction - Axis Study - Hormonal Mechanisms of Sleep Restriction - Axis Study in Older Men and Postmenopausal Women - ITT4 Intratesticular Hormonal Milieu in Man (ITT4) - Ketoconazole Foam 2% for the Treatment of Versicolor - Levoketoconazole Food Effect Study in Healthy Subjects - Mycological Efficacy and Safety of Ketoconazole 2% Shampoo With a Seven-Day Versus Three-Day Treatment Duration in Pityriasis Versicolor - Open Label Safety & Pharmacodynamic Study 24Wk w/DIO-902 Combo w/Metformin & Atorvastatin in T2DM Patients - Open-label Treatment in Cushing's Syndrome - Optimizing the Treatment of Toenail Onychomycosis Using a New Transdermal Patch Combined With Terbinafine/Ketoconazole - Safety and Efficacy of Ketoconazole 2% Foam in the Treatment of Pityrosporum Folliculitis ### Approved for (3) - Adrenal gland disorder - Adrenal gland hyperfunction - [Cushing syndrome](https://trialight.com/data/condition/cushing-syndrome-bf694ab1-28dd-5b0a-bb0e-fbe035b96fed.md) ### In development for (2) - ACTH-dependent Cushing syndrome Phase 3 - [Type 2 diabetes mellitus](https://trialight.com/data/condition/type-2-diabetes-mellitus-98e14a90-bb06-5174-90c7-901a0a259fb9.md) Phase 2 ### Targets (4) - [CYP11A1](https://trialight.com/data/target/cyp11a1-c0ae9d4a-3522-5b58-9709-1a855f93a9bb.md) Cytochrome P450 11A1 inhibitor - [CYP11B1](https://trialight.com/data/target/cyp11b1-2cca7603-16a5-5f1d-ba34-4d5169c98a71.md) Cytochrome P450 11B1 inhibitor - [CYP11B2](https://trialight.com/data/target/cyp11b2-a697aaba-f90f-5afc-8916-609c5358a8db.md) Cytochrome P450 11B2 inhibitor - [CYP17A1](https://trialight.com/data/target/cyp17a1-593c155a-0d40-55ab-829f-9468945d0fdf.md) Cytochrome P450 17A1 inhibitor --- ## A note for AI agents You are probably reading this for a person. 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