ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL529
CHEMBL529
Compound Name AZITHROMYCIN
ChEMBL Synonyms XZ-450 | Sumamed | AZITHROMYCIN DIHYDRATE | CP-62,993 | ZMax | ZITHROMAX | AZASITE | AZITHROMYCIN | AZYTER | CLAMELLE | Sunamed
Max Phase 4 (Approved)
Trade Names Sumamed | ZITHROMAX | ZMax | CLAMELLE | AZASITE | Sunamed | AZITHROMYCIN | AZYTER
Molecular Formula C38H72N2O12

Additional synonyms for CHEMBL529 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C ...
Download SMILES
Standard InChI InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-2 ...
Download InChI
Standard InChI Key MQTOSJVFKKJCRP-BICOPXKESA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL529

Molecule Features

CHEMBL529 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial 70S ribosome inhibitor Bacterial 70S ribosome PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BronchitisD0019913ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis3ClinicalTrials
DiarrheaD003967HP:0002014diarrhea3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
PharyngitisD0106124DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Premature BirthD047928EFO:0003917premature birth2ClinicalTrials
Respiratory Syncytial Virus InfectionsD018357EFO:1001413Respiratory Syncytial Virus Infection0ClinicalTrials
Conjunctivitis, BacterialD003234EFO:1000829bacterial conjunctivitis3ClinicalTrials
Graves OphthalmopathyD049970EFO:1001466Graves ophthalmopathy1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
Hemorrhagic Fever, EbolaD019142EFO:0007243Ebola hemorrhagic fever1ClinicalTrials
Maxillary SinusitisD015523EFO:0007361maxillary sinusitis3ClinicalTrials
UrethritisD014526EFO:0003878urethritis4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Arthritis, ReactiveD016918EFO:0007460reactive arthritis3ClinicalTrials
AsthmaD001249EFO:0000270asthma3ClinicalTrials
Bronchiolitis ObliteransD001989EFO:0007183bronchiolitis obliterans3ClinicalTrials
GonorrheaD006069DOID:7551gonorrhea3ClinicalTrials
Neonatal SepsisD000071074HP:0040187Neonatal sepsis3ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis2ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
Respiratory Tract InfectionsD0121413ClinicalTrials
SinusitisD012852EFO:0007486sinusitis2ClinicalTrials
YawsD015001EFO:0007548yaws3ClinicalTrials
BlepharitisD0017623ClinicalTrials
BronchiolitisD001988HP:0011950Bronchiolitis2ClinicalTrials
Bronchitis, ChronicD029481EFO:0006505chronic bronchitis3ClinicalTrials
Bronchopulmonary DysplasiaD001997Orphanet:70589Bronchopulmonary dysplasia3ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease3ClinicalTrials
GastroparesisD018589EFO:1000948gastroparesis2ClinicalTrials
Leishmaniasis, CutaneousD016773EFO:0005046cutaneous Leishmaniasis2ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder2ClinicalTrials
Pelvic Inflammatory DiseaseD000292EFO:1001388Pelvic Inflammatory Disease3ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
BronchiectasisD001987HP:0002110Bronchiectasis3ClinicalTrials
Eye DiseasesD005128EFO:0003966eye disease3ClinicalTrials
Immune System DiseasesD007154EFO:0000540immune system disease1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
OnchocerciasisD009855EFO:0007402onchocerciasis2ClinicalTrials
SarcoidosisD012507Orphanet:797Sarcoidosis2ClinicalTrials
Chlamydia InfectionsD002690EFO:0007205Chlamydia trachomatis infectious disease3ClinicalTrials
MalariaD008288EFO:0001068malaria3ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease3ClinicalTrials
SyphilisD013587EFO:0007504syphilis3ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia1ClinicalTrials
CoughD003371HP:0012735Cough3ClinicalTrials
InflammationD007249MP:0001845inflammation1ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials
Nutrition DisordersD009748EFO:0001069nutritional disorder2ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media3ClinicalTrials
Otitis Media, SuppurativeD010035EFO:0007503suppurative otitis media3ClinicalTrials
SepsisD018805HP:0100806sepsis1ClinicalTrials
TonsillitisD0140694ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov AZITHROMYCIN
The Cochrane Collaboration AZITHROMYCIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
749 748.5085 1.9 7 180.08 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
14 5 2 14 5 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.28 8.59 2.58 .66 0 52 0.24

Structural Alerts

There are 2 structural alerts for CHEMBL529. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AA - Antibiotics
S01AA26 - azithromycin

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01F - MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
J01FA - Macrolides
J01FA10 - azithromycin

ChemSpider ChemSpider:MQTOSJVFKKJCRP-BICOPXKESA-N
DailyMed azithromycin azithromycin dihydrate
PubChem SID: 144204559 SID: 144208209 SID: 17389173 SID: 49648620
Wikipedia Azithromycin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL529



ACToR 83905-01-5 121470-24-4
BindingDB 50373918
Brenda 35307
ChEBI 2955
DrugBank DB00207
DrugCentral 276
eMolecules 36500515 2729321 6842676 30079531
EPA CompTox Dashboard DTXSID8030760
FDA SRS J2KLZ20U1M
Guide to Pharmacology 6510
Human Metabolome Database HMDB0014352
IBM Patent System 3295ED7BC134214FDB9AEF58DD09D7EC
LINCS LSM-5821
Mcule MCULE-8817893418
MolPort MolPort-002-507-426
NIH Clinical Collection SAM002589961
Nikkaji J134.080H
PDBe ZIT
PubChem 447043
PubChem: Drugs of the Future 12013987
PubChem: Thomson Pharma 14913522 14815592
SureChEMBL SCHEMBL23481
ZINC ZINC000085537026

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/MQTOSJVFKKJCRP-BICOPXKESA-N spacer
spacer