e-Drug3D

516

KETOCONAZOLE


INN
KETOCONAZOLE

cas 65277-42-1
CLASS

ANTIINFECTIVES
ANTIFUNGAL
OPICAL TREATMENT OF SEBORRHEIC DERMATITIS
IMPAIRS BIOSYNTHESIS OF ERGOSTEROL

ROUTE (list)

ORAL TOPICAL

ATC code

D01AC08
G01AF11
H02CA03
J02AB02

PK parameters

Tmax 1.5 HOUR
PPB 99 PERCENT
t1/2 6.5 HOUR

Solubility

REQUIRES ACIDITY FOR DISSOLUTION


Target

TARGET CYTOCHROME P450 51

PDB
6AYB (NAEGLERIA FOWLERI CYP51-KETOCONAZOLE COMPLEX)

Ligand code = KKK (link to the list of PDB complexes)

Download experimental 3D coordinates of KKK with added hydrogens

DrugCentral

Lanosterol 14-alpha demethylase UNIPROT P10613 ERG11

Steroid 17-alpha-hydroxylase,17,20 lyase UNIPROT P05093 CYP17A1

Download SDF file 1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone

Formula:
C26H28Cl2N4O4

Calculated chemical properties:

MW 531.42
NB_atoms 36
XLogP 4.21
PSA 67.945
NB_HD 0
NB_HA 8
fsp3 0.38
Lipinski(0=no;1=yes) 0

FDA
NDA 070767 (pdf not found) INN (KETOCONAZOLE) NIZORAL (JANSSEN PHARMA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 018533 (label) INN (KETOCONAZOLE) NIZORAL (JANSSEN PHARMS) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 019084 (pdf not found) INN (KETOCONAZOLE) NIZORAL (JANSSEN PHARMA) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 019927 (label) INN (KETOCONAZOLE) NIZORAL (JANSSEN PHARMS) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 020310 (label) INN (KETOCONAZOLE) NIZORAL ANTI-DANDRUFF (KRAMER) APPROVAL= AP YEAR= 1997
NDA 074971 (label) INN (KETOCONAZOLE) KETOCONAZOLE (CHARTWELL RX) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075273 (label) INN (KETOCONAZOLE) KETOCONAZOLE (TEVA) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075314 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075319 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (TARO) APPROVAL= AP YEAR= 1999
NDA 075341 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (AAIPHARMA LLC) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075362 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (HERITAGE PHARMA) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075597 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (AUROBINDO PHARMA USA) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 075581 (label) INN (KETOCONAZOLE) KETOCONAZOLE (TEVA) APPROVAL= AP YEAR= 2000
NDA 075638 (pdf not found) INN (KETOCONAZOLE) KETOZOLE (TARO) APPROVAL= AP YEAR= 2002
NDA 075912 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (SENORES PHARMS) APPROVAL= AP YEAR= 2002
NDA 076294 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (FOUGERA PHARMS) APPROVAL= AP YEAR= 2004
NDA 076419 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (PADAGIS ISRAEL) APPROVAL= AP YEAR= 2004
NDA 076942 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (COSETTE) APPROVAL= AP YEAR= 2005
NDA 021946 (label) INN (KETOCONAZOLE) XOLEGEL (INA PHARMS) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 021738 (label) INN (KETOCONAZOLE) EXTINA (NORVIUM BIOSCIENCE) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 091550 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (PADAGIS ISRAEL) APPROVAL= AP YEAR= 2011
NDA 210457 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (STRIDES PHARMA) APPROVAL= AP YEAR= 2018
NDA 212443 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (ENCUBE) APPROVAL= AP YEAR= 2021
NDA 213601 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (XIROMED) APPROVAL= AP YEAR= 2021
NDA 215185 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (TRUPHARMA) APPROVAL= AP YEAR= 2021
NDA 218498 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2024
NDA 218559 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2025
NDA 219129 (pdf not found) INN (KETOCONAZOLE) KETOCONAZOLE (ESJAY PHARMA) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL