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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1433
CHEMBL1433
Compound Name DOXYCYCLINE
ChEMBL Synonyms DOXATET | DMSC | DOXYCHEL | Vibramycin | VIBRAMYCIN-D | DORYX | ACTICLATE CAP | ORACEA | VIBROX | NORDOX | DEMIX 100 | Vibramycin Hyclate | GS-3065 | VIBRA-TABS | DOXYCYCLINE HYCLATE | DOXYCHEL HYCLATE | DOXY-LEMMON | DOXYCYCLINE | Doryx | DOXY 100 | ATRIDOX | MONODOX | Doxy | DOXYLAR | DEMIX 50 | DOXYCYCLINE CALCIUM | PERIOSTAT | VIBRAMYCIN | DOXYCYCLINE HYDROCHLORIDE | VIBRAMYCIN 50 | DORYX MPC | ACTICLATE | Alodox | RAMYSIS | CYCLODOX | DOXYCYCLINE FOSFATEX | Vibra-Tabs | Doxy-Caps | Doxycycline Hydrochloride | AB08 | DOXY 200 | VIBRAMYCIN ACNE PACK
Max Phase 4 (Approved)
Trade Names DOXY-LEMMON | DOXYCHEL HYCLATE | DOXYCYCLINE HYCLATE | VIBRA-TABS | ATRIDOX | DOXY 100 | Doryx | PERIOSTAT | DEMIX 50 | DOXYCYCLINE | DOXYLAR | Doxy | MONODOX | VIBRAMYCIN | Alodox | ACTICLATE | DORYX MPC | VIBRAMYCIN 50 | Doxy-Caps | Vibra-Tabs | CYCLODOX | RAMYSIS | DOXY 200 | DOXATET | VIBRAMYCIN ACNE PACK | ACTICLATE CAP | DORYX | VIBRAMYCIN-D | Vibramycin | DOXYCHEL | Vibramycin Hyclate | DEMIX 100 | NORDOX | VIBROX | ORACEA
Molecular Formula C22H24N2O8

Additional synonyms for CHEMBL1433 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1[C@H]2[C@H](O)[C@H]3[C@H](N(C)C)C(=C(C(=O)N)C(=O)[C@ ...
Download SMILES
Standard InChI InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17( ...
Download InChI
Standard InChI Key JBIWCJUYHHGXTC-AKNGSSGZSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • MMV Pathogen Box
  • 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


CHEMBL1433

Molecule Features

CHEMBL1433 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
Matrix metalloproteinase 13 inhibitor Matrix metalloproteinase 13 DailyMed PubMed PubMed PubMed
Matrix metalloproteinase 7 inhibitor Matrix metalloproteinase 7 DailyMed PubMed PubMed PubMed
Matrix metalloproteinase 8 inhibitor Matrix metalloproteinase 8 DailyMed PubMed PubMed PubMed
Matrix metalloproteinase-1 inhibitor Matrix metalloproteinase-1 DailyMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PeriodontitisD010518EFO:0000649periodontitis3ClinicalTrials
ClinicalTrials
Borrelia InfectionsD001899EFO:1000842Borrelia infectious disease3ClinicalTrials
Chlamydia InfectionsD002690EFO:0007205Chlamydia trachomatis infectious disease3ClinicalTrials
ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma2ClinicalTrials
Lymphoma, T-Cell, CutaneousD016410EFO:0002913Cutaneous T-cell lymphoma0ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease2ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
ClinicalTrials
InfectionD007239EFO:0000544infection4ATC
Aortic Aneurysm, AbdominalD017544EFO:0004214Abdominal Aortic Aneurysm2ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis2ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
SeizuresD012640HP:0001250Seizures2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
AmyloidosisD000686Orphanet:314701Primary systemic amyloidosis2ClinicalTrials
AnthraxD000881EFO:0000778anthrax infection1ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
Lymphoma, FollicularD008224EFO:0000096neoplasm of mature B-cells2ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
PlagueD010930EFO:0007481septicemic plague2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease3ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
Lichen PlanusD008010EFO:1000726lichen planus2ClinicalTrials
Adenomatous Polyposis ColiD011125EFO:0000662polyp2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Eye BurnsD005126EFO:1001788Eye Burns2ClinicalTrials
Mycosis FungoidesD009182EFO:1001051mycosis fungoides2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus2ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
Colorectal NeoplasmsD015179EFO:0000365colorectal adenocarcinoma2ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma2ClinicalTrials
RosaceaD012393EFO:1000760rosacea3ClinicalTrials
Scrub TyphusD012612EFO:0007480scrub typhus3ClinicalTrials
Sezary SyndromeD012751EFO:1000785Sezary's disease2ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy2ClinicalTrials
MelanomaD008545EFO:0000756melanoma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Pleural EffusionD0109963ClinicalTrials
BlepharitisD0017622ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis2ClinicalTrials
Graves OphthalmopathyD049970EFO:1001466Graves ophthalmopathy2ClinicalTrials
Pelvic Inflammatory DiseaseD000292EFO:1001388Pelvic Inflammatory Disease2ClinicalTrials
UrethritisD014526EFO:0003878urethritis3ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis1ClinicalTrials
Lupus Erythematosus, SystemicD008180EFO:0002690systemic lupus erythematosus2ClinicalTrials
Bacterial InfectionsD001424EFO:0000771bacterial disease4ATC
Idiopathic Pulmonary FibrosisD054990EFO:0000768idiopathic pulmonary fibrosis3ClinicalTrials
Arthritis, ReactiveD016918EFO:0007460reactive arthritis3ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
Diabetic FootD017719EFO:1001459diabetic foot2ClinicalTrials
Dry Eye SyndromesD015352EFO:1000906dry eye syndrome2ClinicalTrials
MansonelliasisD008368EFO:0007357mansonelliasis2ClinicalTrials
Marfan SyndromeD008382Orphanet:558Marfan syndrome2ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction2ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials
SyphilisD013587EFO:0007504syphilis3ClinicalTrials

Clinical Data

ClinicalTrials.gov DOXYCYCLINE
The Cochrane Collaboration DOXYCYCLINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1433. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.698
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.666

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 1.000
CHEMBL2980 Arachidonate 5-lipoxygenase Bos taurus 1.000
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.988
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.987
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.986
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.865
CHEMBL2558 Death-associated protein kinase 1 Homo sapiens 0.752
CHEMBL3384 Protein kinase N1 Homo sapiens 0.685
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.608
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 0.605
CHEMBL5189 Sialidase Clostridium perfringens 0.559
CHEMBL3834 Tyrosine-protein kinase BMX Homo sapiens 0.489
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.484
CHEMBL5784 NUAK family SNF1-like kinase 1 Homo sapiens 0.309
CHEMBL5785 Interferon-induced, double-stranded RNA-activated protein kinase Homo sapiens 0.271
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.237
CHEMBL1293229 Nuclear receptor subfamily 4 group A member 1 Homo sapiens 0.231
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.211
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.211

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
444.4 444.1533 -0.35 2 181.62 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 6 1 10 7 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 10.84 1.78 -1.1 1 32 0.33

Structural Alerts

There are 2 structural alerts for CHEMBL1433. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AB - Antiinfectives and antiseptics for local oral treatment
A01AB22 - doxycycline

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01A - TETRACYCLINES
J01AA - Tetracyclines
J01AA02 - doxycycline

ChemSpider ChemSpider:JBIWCJUYHHGXTC-AKNGSSGZSA-N
DailyMed doxycycline doxycycline calcium doxycycline hyclate
PubChem SID: 26755247 SID: 90340791
Wikipedia Doxycycline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1433



ACToR 564-25-0
Atlas doxycycline
Brenda 3277 213963
ChEBI 50845
ChemicalBook CB8663342
DrugBank DB00254
DrugCentral 961
eMolecules 4775684
EPA CompTox Dashboard DTXSID0037653
FDA SRS 334895S862
Human Metabolome Database HMDB0014399
KEGG Ligand C06973
LipidMaps LMPK07000001
Mcule MCULE-4368118692
Metabolights MTBLC50845
MolPort MolPort-002-507-423
Nikkaji J6.511K
PDBe DXT
PubChem: Thomson Pharma 14881664 14759559
SureChEMBL SCHEMBL66828
ZINC ZINC000016052277

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