ITRACONAZOLE


Trade Names	ITRACONAZOLE ONMEL SPORANOX TOLSURA
Synonyms	Candistat Canditral Cladosal 100 Fungitraxx Itrac Itraconazole Itralek Itrazole Itrizole NSC-759239 Onmel Orungal R 51,211 R-51211 Sempera
Status
Molecule Category	Free-form
ATC	J02AC02
UNII	304NUG5GF4


InChI Key	VHVPQPYKVGDNFY-UHFFFAOYSA-N
Smiles	CCC(C)n1ncn(-c2ccc(N3CCN(c4ccc(OCC5COC(Cn6cncn6)(c6ccc(Cl)cc6Cl)O5)cc4)CC3)cc2)c1=O
InChI	InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3

Property Name	Value
Molecular Formula	C35H38Cl2N8O4
Molecular Weight	705.65
AlogP	5.58
Hydrogen Bond Acceptor	12.0
Number of Rotational Bond	11.0
Polar Surface Area	104.7
Molecular species	NEUTRAL
Aromatic Rings	5.0
Heavy Atoms	49.0

Mechanism of Action	Action	Reference
Cytochrome P450 51 inhibitor	INHIBITOR	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4	-	32.6-700	-	-	0.04-84
Enzyme Cytochrome P450 Cytochrome P450 family 51 Cytochrome P450 family 51A Cytochrome P450 51A1	-	-	31	-	-
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CC chemokine receptor	-	200-501.19	-	-	-
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CXC chemokine receptor	-	100-158.49	-	-	-
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Vasopressin and oxytocin receptor	-	794.33-800	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	-2.3-59.8
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	30-700	-	-	2

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Aspergillus fumigatus	-	-	31	-	-
Candida albicans	-	-	100	-	-
Homo sapiens	-	32.6-800	-	41-179	-2.3-84
Kluyveromyces marxianus	-	400	-	-	-
Leishmania amazonensis	-	80-440	-	-	-
Leishmania major	-	400-400	-	-	-
Mus musculus	-	55-800	-	-	-
Mycobacterium smegmatis	-	-	780	-	-
Saccharomyces cerevisiae	-	-	-	-	95
Trichophyton mentagrophytes	-	370	-	-	-
Trichophyton rubrum	-	560-980	-	-	-

Header

Compound Name

Maximum Phase

Compound Structure

Smile

Inchi

InchiKey

Compound Properties

Molecular Formula

Molecular Weight

ALogP

PSA

Resources	Reference
ChEBI	94366
ChEMBL	CHEMBL64391
DrugCentral	1513
FDA SRS	304NUG5GF4
PubChem	55283
SureChEMBL	SCHEMBL16984893

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025

ITRACONAZOLE

Structure

Physicochemical Descriptors

Pharmacology

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