AZITHROMYCIN


Trade Names	AZASITE AZITHROMYCIN ZITHROMAX ZMAX
Synonyms	Anhydrous azithromycin Aruzilina Azasite Aziromycin Azithrocin Azithromycin Azithromycin (as dihydrate) Azithromycin anhydrous Azithromycin dihydrate Azithromycin hydrate Azithromycin, unspecified Azithromycin, unspecified form Aziwin Azyter CP 62993
Status
Molecule Category	Free-form
ATC	J01FA10 S01AA26
UNII	J2KLZ20U1M
EPA CompTox	DTXSID8030760


InChI Key	MQTOSJVFKKJCRP-BICOPXKESA-N
Smiles	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
InChI	InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

Property Name	Value
Molecular Formula	C38H72N2O12
Molecular Weight	749.0
AlogP	1.9
Hydrogen Bond Acceptor	14.0
Hydrogen Bond Donor	5.0
Number of Rotational Bond	7.0
Polar Surface Area	180.08
Molecular species	BASE
Aromatic Rings	0.0
Heavy Atoms	52.0

Mechanism of Action	Action	Reference
Bacterial 70S ribosome inhibitor	INHIBITOR	PubMed PubMed PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	-	-	-	68-99
Other cytosolic protein	-	300	-	-	-
Transporter Primary active transporter Oxidoreduction-driven transporters	-	-	-	-	30
Unclassified protein	-	300	-	-	-

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Chlamydia trachomatis	-	727	-	-	-
Chromobacterium violaceum	-	-	-	-	90.6-90.6
Escherichia coli	-	292-300	-	-	20
Homo sapiens	-	-	-	-	30-99
Klebsiella pneumoniae	-	-	-	-	20
Mus musculus	-	-	-	-	61-84
Naegleria fowleri	-	2.6-3.1	-	-	-
Plasmodium falciparum	-	31-228.1	-	-	-
Plasmodium falciparum 3D7	-	52.7-940	-	-	-
Pseudomonas aeruginosa	-	-	-	-	-73-100
Streptococcus pneumoniae	-	170	-	-	-
Streptococcus pyogenes	-	-	-	-	20
Toxoplasma gondii	-	600-600	-	-	-

Header

Compound Name

Maximum Phase

Compound Structure

Smile

Inchi

InchiKey

Compound Properties

Molecular Formula

Molecular Weight

ALogP

PSA

Countries
Croatia
Czech Republic
Germany
Hungary
Romania
Serbia
Slovakia
Slovenia

Resources	Reference
ChEBI	2955
ChEMBL	CHEMBL529
DrugBank	DB00207
DrugCentral	276
FDA SRS	J2KLZ20U1M
Human Metabolome Database	HMDB0014352
Guide to Pharmacology	6510
PDB	ZIT
PubChem	447043
SureChEMBL	SCHEMBL23481
ZINC	ZINC000085537026

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

AZITHROMYCIN

Structure

Physicochemical Descriptors

Pharmacology

Related Entries

Environmental Exposure

Cross References