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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1440
CHEMBL1440
Compound Name TETRACYCLINE
ChEMBL Synonyms TETRAMED | TETRACYCLINE HYDROCHLORIDE | SUMYCIN | Achromycin | Tetracyn | SUPRAMYCIN | PANMYCIN | TETRACYCLINE METAPHOSPHATE | TETRACYN | ROBITET | LATYCIN | ECONOMYCIN | ACTISITE | SUSTAMYCIN | Liquamycin | ACHROMYCIN V | TETRACYCLINE PHOSPHATE COMPLEX | TETRACHEL | RETET | TETREX | CYCLOPAR | TOPICYCLINE | ACHROMYCIN | TETRACYCLINE | E701 | BRISTACYCLINE | Vetquamycin | TETRABID ORGANON | Cyclopar
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names SUMYCIN | TETRACYCLINE HYDROCHLORIDE | TETRAMED | Achromycin | PANMYCIN | SUPRAMYCIN | Tetracyn | LATYCIN | ROBITET | TETRACYN | ECONOMYCIN | ACHROMYCIN V | ACTISITE | RETET | TETRACHEL | Liquamycin | SUSTAMYCIN | TETREX | CYCLOPAR | ACHROMYCIN | TOPICYCLINE | BRISTACYCLINE | Cyclopar | TETRABID ORGANON | Vetquamycin
Molecular Formula C22H24N2O8

Additional synonyms for CHEMBL1440 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)C ...
Download SMILES
Standard InChI InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(2 ...
Download InChI
Standard InChI Key OFVLGDICTFRJMM-WESIUVDSSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1440

Molecule Features

CHEMBL1440 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:N Availability Type:Prescription-only

Withdrawal Information

Year
Country United States
Reason
Class

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma2ClinicalTrials
InfectionD007239EFO:0000544infection4ATC
Multiple Sclerosis, Chronic ProgressiveD020528EFO:0003840chronic progressive multiple sclerosis1ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials
Bacterial InfectionsD001424EFO:0000771bacterial disease4ATC
ChalazionD017043EFO:0007363meibomian cyst0ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis1ClinicalTrials
Helicobacter InfectionsD016481EFO:1000961Helicobacter pylori infectious disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov TETRACYCLINE
The Cochrane Collaboration TETRACYCLINE

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 CHEMBL1440. 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 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.985
CHEMBL2319 Kallikrein 1 Homo sapiens 0.893
CHEMBL4593 Beta-secretase 1 Mus musculus 0.855
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.514
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.482
CHEMBL2938 Protein kinase C gamma Homo sapiens 0.394
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.392
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.319
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.318
CHEMBL2916 Telomerase reverse transcriptase Homo sapiens 0.315
CHEMBL2079849 Serine protease hepsin Homo sapiens 0.300
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.273



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 1.000
CHEMBL2980 Arachidonate 5-lipoxygenase Bos taurus 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.995
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.972
CHEMBL233 Mu opioid receptor Homo sapiens 0.931
CHEMBL4593 Beta-secretase 1 Mus musculus 0.906
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.877
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.836
CHEMBL3834 Tyrosine-protein kinase BMX Homo sapiens 0.836
CHEMBL3401 Pregnane X receptor Homo sapiens 0.777
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.764
CHEMBL4695 Fructose-bisphosphate aldolase A Oryctolagus cuniculus 0.755
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.752
CHEMBL6144 G protein-coupled receptor kinase 6 Homo sapiens 0.739
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.721
CHEMBL2366 Trypsin Sus scrofa 0.692
CHEMBL5784 NUAK family SNF1-like kinase 1 Homo sapiens 0.690
CHEMBL2558 Death-associated protein kinase 1 Homo sapiens 0.517
CHEMBL3032 Protein kinase N2 Homo sapiens 0.359

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
444.4 444.1533 -0.21 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 11.02 .62 -2.23 1 32 0.34

Structural Alerts

There are 2 structural alerts for CHEMBL1440. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01A - TETRACYCLINES
J01AA - Tetracyclines
J01AA07 - tetracycline

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AB - Antiinfectives and antiseptics for local oral treatment
A01AB13 - tetracycline

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AA - Antibiotics
S01AA09 - tetracycline

S - SENSORY ORGANS
S03 - OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
S03A - ANTIINFECTIVES
S03AA - Antiinfectives
S03AA02 - tetracycline

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02A - ANTIINFECTIVES
S02AA - Antiinfectives
S02AA08 - tetracycline

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06A - ANTIBIOTICS FOR TOPICAL USE
D06AA - Tetracycline and derivatives
D06AA04 - tetracycline

ChemSpider ChemSpider:OFVLGDICTFRJMM-WESIUVDSSA-N
DailyMed tetracycline hydrochloride
PubChem SID: 144210470
Wikipedia Tetracycline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1440



ACToR 60-54-8
Atlas tetracycline
Brenda 2872
ChEBI 77932 27902
ChemicalBook CB6153810
DrugBank DB00759
DrugCentral 2611
eMolecules 35862322 532008
EPA CompTox Dashboard DTXSID7023645
FDA SRS F8VB5M810T
Human Metabolome Database HMDB0014897
KEGG Ligand C06570
Mcule MCULE-3752961261
Metabolights MTBLC27902 MTBLC77932
MolPort MolPort-001-794-633
Nikkaji J209.316B
PDBe TAC
PubChem: Thomson Pharma 14759560 14930699
Rhea 77932
SureChEMBL SCHEMBL3098
ZINC ZINC000084441937

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