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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1591
CHEMBL1591
Compound Name DEMECLOCYCLINE
ChEMBL Synonyms DEMETHYLCHLORTETRACYCLINE | LEDERMYCIN | DECLOMYCIN | DEMECLOCYCLINE | DEMETHYLCHLORTETRACYCLINE HYDROCHLORIDE | DEMECLOCYCLINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names DEMECLOCYCLINE HYDROCHLORIDE | LEDERMYCIN | DECLOMYCIN
Molecular Formula C21H21ClN2O8

Additional synonyms for CHEMBL1591 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)[C@H]1[C@@H]2C[C@@H]3[C@H](O)c4c(Cl)ccc(O)c4C(=O)C3=C(O ...
Download SMILES
Standard InChI InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3- ...
Download InChI
Standard InChI Key FMTDIUIBLCQGJB-SEYHBJAFSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1591

Molecule Features

CHEMBL1591 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Bacterial InfectionsD001424EFO:0000771bacterial disease4ATC
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov DEMECLOCYCLINE
The Cochrane Collaboration DEMECLOCYCLINE

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 CHEMBL1591. 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 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.998
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.989
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.420
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.201

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.998
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.998
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.996
CHEMBL4940 L-lactate dehydrogenase B chain Homo sapiens 0.898
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.890
CHEMBL3401 Pregnane X receptor Homo sapiens 0.802
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.761
CHEMBL4954 Ephrin type-A receptor 3 Homo sapiens 0.533
CHEMBL4977 Proto-oncogene c-JUN Homo sapiens 0.524
CHEMBL2885 Carbonic anhydrase III Homo sapiens 0.473
CHEMBL3834 Tyrosine-protein kinase BMX Homo sapiens 0.401
CHEMBL4835 L-lactate dehydrogenase A chain Homo sapiens 0.392
CHEMBL3384 Protein kinase N1 Homo sapiens 0.324
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.311
CHEMBL3988 Ephrin type-A receptor 4 Homo sapiens 0.225
CHEMBL1795168 CDGSH iron-sulfur domain-containing protein 1 Homo sapiens 0.212
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.202

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
464.9 464.0986 0.26 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 .94 -2.02 1 32 0.33

Structural Alerts

There are 2 structural alerts for CHEMBL1591. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01A - TETRACYCLINES
J01AA - Tetracyclines
J01AA01 - demeclocycline

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06A - ANTIBIOTICS FOR TOPICAL USE
D06AA - Tetracycline and derivatives
D06AA01 - demeclocycline

ChemSpider ChemSpider:FMTDIUIBLCQGJB-SEYHBJAFSA-N
DailyMed demeclocycline hydrochloride
PubChem SID: 90341625
Wikipedia Demeclocycline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1591



ACToR 127-33-3
ChEBI 4392
DrugBank DB00618
DrugCentral 802
eMolecules 32176309
EPA CompTox Dashboard DTXSID1022893
FDA SRS 5R5W9ICI6O
Human Metabolome Database HMDB0014756
Metabolights MTBLC4392
Nikkaji J3.262J
SureChEMBL SCHEMBL3252
ZINC ZINC000100036924

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