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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1762621
CHEMBL1762621
Compound Name BARDOXOLONE METHYL
ChEMBL Synonyms RTA-402 | RTA 402 | CDDO-Me | BARDOXOLONE METHYL | NSC 713200
Max Phase 3
Trade Names
Molecular Formula C32H43NO4

Additional synonyms for CHEMBL1762621 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)[C@]12CCC(C)(C)C[C@H]1[C@H]3C(=O)C=C4[C@@](C)(CC[C@H] ...
Download SMILES
Standard InChI InChI=1S/C32H43NO4/c1-27(2)11-13-32(26(36)37-8)14-12-31(7)24 ...
Download InChI
Standard InChI Key WPTTVJLTNAWYAO-KPOXMGGZSA-N

Sources

  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1762621

Molecule Features

CHEMBL1762621 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Inhibitor of nuclear factor kappa B kinase beta subunit inhibitor Inhibitor of nuclear factor kappa B kinase beta subunit PubMed PubMed
Keap1/Nrf2 inhibitor Keap1/Nrf2 PubMed
Peroxisome proliferator-activated receptor gamma antagonist Peroxisome proliferator-activated receptor gamma PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NEOPLASMSD009369EFO:0000311CANCER1ClinicalTrials
HYPERTENSION, PULMONARYD006976EFO:0001361PULMONARY HYPERTENSION2ClinicalTrials
DIABETIC NEPHROPATHIESD003928EFO:0000401DIABETIC NEPHROPATHY2ClinicalTrials
LIVER DISEASESD008107EFO:0001421LIVER DISEASE1ClinicalTrials

Clinical Data

ClinicalTrials.gov BARDOXOLONE METHYL
The Cochrane Collaboration BARDOXOLONE METHYL

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 CHEMBL1762621. 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
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL2708 Mitogen-activated protein kinase kinase kinase 11 Homo sapiens 0.999
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.996
CHEMBL2872 Mitogen-activated protein kinase kinase kinase 9 Homo sapiens 0.995
CHEMBL2428 Myosin light chain kinase, smooth muscle Homo sapiens 0.994
CHEMBL3041 Mu opioid receptor Bos taurus 0.993
CHEMBL5073 CaM kinase I delta Homo sapiens 0.991
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.974
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.923
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 0.919
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.906
CHEMBL4375 Serine/threonine-protein kinase SRPK1 Homo sapiens 0.891
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.884
CHEMBL5358 Eukaryotic translation initiation factor 2-alpha kinase 4 Homo sapiens 0.882
CHEMBL4454 Tyrosine-protein kinase FGR Homo sapiens 0.872
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.711
CHEMBL2991 Dihydroorotate dehydrogenase Mus musculus 0.702
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 0.683



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL2283 Carbonic anhydrase II Bos taurus 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 1.000
CHEMBL2708 Mitogen-activated protein kinase kinase kinase 11 Homo sapiens 1.000
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 0.999
CHEMBL5784 NUAK family SNF1-like kinase 1 Homo sapiens 0.998
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.998
CHEMBL2873 Mitogen-activated protein kinase kinase kinase 10 Homo sapiens 0.997
CHEMBL3041 Mu opioid receptor Bos taurus 0.992
CHEMBL3830 Adaptor-associated kinase Homo sapiens 0.991
CHEMBL5698 NUAK family SNF1-like kinase 2 Homo sapiens 0.986
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 0.979
CHEMBL5914 Mitogen-activated protein kinase kinase kinase 2 Homo sapiens 0.979
CHEMBL5432 Mitogen-activated protein kinase kinase kinase kinase 3 Homo sapiens 0.977
CHEMBL5284 CaM-kinase kinase beta Homo sapiens 0.965

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
505.7 505.3192 5.8 2 84.23 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 0 2 5 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 6.54 6.54 0 37 0.44

Structural Alerts

There are 4 structural alerts for CHEMBL1762621. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:WPTTVJLTNAWYAO-KPOXMGGZSA-N
PubChem SID: 144206780 SID: 532003

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1762621



ACToR 218600-53-4
EPA CompTox Dashboard DTXSID5048764
FDA SRS CEG1Q6OGU1
Guide to Pharmacology 3443
MolPort MolPort-028-720-346
Nikkaji J1.214.650G
PubChem 400769
PubChem: Thomson Pharma 15755521
SureChEMBL SCHEMBL12521530
ZINC ZINC000003982151

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