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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL7301
CHEMBL7301
Compound Name FENRETINIDE
ChEMBL Synonyms 4-HPR | FENRETINIDE | MCN-R-1967
Max Phase 3
Trade Names
Molecular Formula C26H33NO2

Additional synonyms for CHEMBL7301 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C\C(=C/C=C/C(=C/C(=O)Nc1ccc(O)cc1)/C)\C=C\C2=C(C)CCCC2(C)C
Standard InChI InChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6 ...
Download InChI
Standard InChI Key AKJHMTWEGVYYSE-FXILSDISSA-N

Sources

  • AstraZeneca Deposited Data
  • Gene Expression Atlas Compounds
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL7301

Molecule Features

CHEMBL7301 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA2ClinicalTrials
NEUROBLASTOMAD009447EFO:0000621NEUROBLASTOMA2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0000673PROSTATE ADENOCARCINOMA2ClinicalTrials
UTERINE CERVICAL NEOPLASMSD002583EFO:0001061CERVICAL CARCINOMA3ClinicalTrials
CYSTIC FIBROSISD003550Orphanet:586CYSTIC FIBROSIS1ClinicalTrials
LYMPHOMA, T-CELL, PERIPHERALD016411EFO:0000211UNSPECIFIED PERIPHERAL T-CELL LYMPHOMA2ClinicalTrials
MACULAR DEGENERATIOND008268EFO:0001365AGE-RELATED MACULAR DEGENERATION2ClinicalTrials
GLIOSARCOMAD018316EFO:1001465GLIOSARCOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER3ClinicalTrials
URINARY BLADDER NEOPLASMSD001749EFO:0000292BLADDER CARCINOMA3ClinicalTrials

Clinical Data

ClinicalTrials.gov FENRETINIDE
The Cochrane Collaboration FENRETINIDE

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 CHEMBL7301. 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
CHEMBL2003 Retinoic acid receptor gamma Homo sapiens 1.000
CHEMBL4402 Retinoid X receptor gamma Mus musculus 1.000
CHEMBL4047 Retinoid X receptor beta Mus musculus 1.000
CHEMBL3100 Plasma retinol-binding protein Homo sapiens 1.000
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 1.000
CHEMBL2055 Retinoic acid receptor alpha Homo sapiens 1.000
CHEMBL2061 Retinoid X receptor alpha Homo sapiens 1.000
CHEMBL2004 Retinoid X receptor gamma Homo sapiens 1.000
CHEMBL1870 Retinoid X receptor beta Homo sapiens 1.000
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.723
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.517
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.493
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.469
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.312
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.297



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2003 Retinoic acid receptor gamma Homo sapiens 1.000
CHEMBL2055 Retinoic acid receptor alpha Homo sapiens 1.000
CHEMBL4402 Retinoid X receptor gamma Mus musculus 1.000
CHEMBL3100 Plasma retinol-binding protein Homo sapiens 1.000
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 1.000
CHEMBL4047 Retinoid X receptor beta Mus musculus 1.000
CHEMBL2061 Retinoid X receptor alpha Homo sapiens 1.000
CHEMBL2004 Retinoid X receptor gamma Homo sapiens 1.000
CHEMBL1870 Retinoid X receptor beta Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.997
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.985
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.981
CHEMBL3318 Tyrosinase Agaricus bisporus 0.938
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.902
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.860
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.805
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.571
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.340
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.273

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
391.6 391.2511 6.46 6 49.33 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 1 3 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.98 1.55 5.88 5.88 1 29 0.33

Structural Alerts

There are 10 structural alerts for CHEMBL7301. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:AKJHMTWEGVYYSE-FXILSDISSA-N
PubChem SID: 144204558 SID: 144208187 SID: 170466359 SID: 17389243 SID: 26752780 SID: 26752781 SID: 26752782 SID: 26752783 SID: 49718105 SID: 50105427 SID: 50105428 SID: 50105430 SID: 577595 SID: 90341414 SID: 92763796
Wikipedia Fenretinide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL7301



ACToR 65646-68-6
Atlas 4-hydroxyphenylretinamide
BindingDB 50092055
Brenda 47989 51154
ChEBI 42588
DrugBank DB05076
eMolecules 539366
EPA CompTox Dashboard DTXSID2032005
FDA SRS 187EJ7QEXL
IBM Patent System 7A35A86887E00B73719F9FAEE5470E53
LINCS LSM-42925
MolPort MolPort-003-666-842
Nikkaji J23.263G J2.845.877K
PDBe FEN
PubChem 5288209
PubChem: Drugs of the Future 12013040
PubChem: Thomson Pharma 14756556
SureChEMBL SCHEMBL11703
ZINC ZINC000003871023

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