Synonyms: BMY-28689 | Monodox® | Vibramycin®
doxycycline is an approved drug (FDA (1967), UK (2000))
Compound class:
Synthetic organic
Comment: Doxycycline is a tetracycline based antibiotic. It has been repurposed as a low-potency human metalloprotease inhibitor for periodontitis and is also used as an antimalarial therapy.
There are a number of salt forms in PubChem. The chemical structure we show here matches that of the consensus structure in PubChem, listed in the links table below. The DrugBank, ChEBI, ChEMBL and PDB entries for doxycycline show a different structure. Doxycycline is one of the key access group antibacterials on the World Health Organization's Model List of Essential Medicines (link provided in the Classification table below). The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY. ![]() Ligand Activity Visualisation ChartsThese are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts. ✖ |
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Classification ![]() |
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Compound class | Synthetic organic |
Ligand families/groups | Antimalarial ligands |
Approved drug? | Yes (FDA (1967), UK (2000)) |
WHO Essential Medicine | WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version. Click to view more information about the WHO Model Lists of Essential Medicines. |
IUPAC Name ![]() |
(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide |
International Nonproprietary Names ![]() |
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INN number | INN |
2125 | doxycycline |
Synonyms ![]() |
BMY-28689 | Monodox® | Vibramycin® |
Database Links ![]() |
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CAS Registry No. | 564-25-0 (source: PubChem) |
ChEBI | CHEBI:50845 |
ChEMBL Ligand | CHEMBL1433 |
DrugBank Ligand | DB00254 |
GtoPdb PubChem SID | 178103078 |
PubChem CID | 54671203 |
RCSB PDB Ligand | DXT |
Search Google for chemical match using the InChIKey | SGKRLCUYIXIAHR-AKNGSSGZSA-N |
Search Google for chemicals with the same backbone | SGKRLCUYIXIAHR |
Search PubMed clinical trials | doxycycline |
Search PubMed titles | doxycycline |
Search PubMed titles/abstracts | doxycycline |
Search UniChem for chemical match using the InChIKey | SGKRLCUYIXIAHR-AKNGSSGZSA-N |
Search UniChem for chemicals with the same backbone | SGKRLCUYIXIAHR |
Wikipedia | Doxycycline |