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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL311498
CHEMBL311498
Compound Name CIANIDANOL
ChEMBL Synonyms (+)-Catechin Hydrate | CIANIDANOL | CIANIDOL
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C15H14O6

Additional synonyms for CHEMBL311498 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3
Standard InChI InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1 ...
Download InChI
Standard InChI Key PFTAWBLQPZVEMU-DZGCQCFKSA-N

Sources

  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL311498

Molecule Features

CHEMBL311498 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1985
Country Spain; Germany; France; Switzerland
Reason Hemolytic Anemia
Class Hematological toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available PubMed PubMed PubMed PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov CIANIDANOL
The Cochrane Collaboration CIANIDANOL

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 CHEMBL311498. 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
CHEMBL4150 Enoyl-acyl-carrier protein reductase Plasmodium falciparum 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 1.000
CHEMBL4860 Apoptosis regulator Bcl-2 Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 1.000
CHEMBL3318 Tyrosinase Agaricus bisporus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.977
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.962
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 0.936
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.924
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.913
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.856
CHEMBL3438 Protein kinase C zeta Homo sapiens 0.695
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.650
CHEMBL233 Mu opioid receptor Homo sapiens 0.539



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4150 Enoyl-acyl-carrier protein reductase Plasmodium falciparum 1.000
CHEMBL5189 Sialidase Clostridium perfringens 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL2885 Carbonic anhydrase III Homo sapiens 1.000
CHEMBL3318 Tyrosinase Agaricus bisporus 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3151 Intestinal alkaline phosphatase Mus musculus 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 1.000
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 0.998
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.997
CHEMBL4860 Apoptosis regulator Bcl-2 Homo sapiens 0.995

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
290.3 290.079 1.55 1 110.38 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 5 0 6 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.54 - .61 .6 2 21 0.51

Structural Alerts

There are 3 structural alerts for CHEMBL311498. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:PFTAWBLQPZVEMU-DZGCQCFKSA-N
PubChem SID: 11113249 SID: 26753531 SID: 50105958 SID: 69414 SID: 85231341 SID: 90341637

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL311498



ACToR 100786-01-4 7295-85-4 154-23-4
BindingDB 23416 60836
Brenda 135214 11219 2453 125926 12489 107792 172016
ChEBI 15600
ChemicalBook CB0428149
DrugBank DB14086
DrugCentral 629
eMolecules 1935773
EPA CompTox Dashboard DTXSID3022322
FDA SRS 8R1V1STN48
Human Metabolome Database HMDB0002780 HMDB0037953
IBM Patent System 3D30D5F1ACA24286A6EEDC1F4F2F7ACA
KEGG Ligand C06562
LINCS LSM-45741
LipidMaps LMPK12020001
Mcule MCULE-1532117250
Metabolights MTBLC15600
MolPort MolPort-001-740-277
Nikkaji J9.391B
NMRShiftDB 20144325
PDBe KXN
PubChem 9064
PubChem: Drugs of the Future 12015669
PubChem: Thomson Pharma 14873347 15270813
Rhea 15600
SureChEMBL SCHEMBL19741
ZINC ZINC000000119983

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