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bryostatin 1   Click here for help

GtoPdb Ligand ID: 13773

Synonyms: NSC-339555
Compound class: Natural product
Comment: Bryostatin 1 is a marine organism-derived natural product. Activities as a protein kinase C activator and alpha-secretase activator have been reported.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 17
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 240.11
Molecular weight 905.03
XLogP 3.52
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CCC/C=C/C=C/C(=O)O[C@H]1/C(=C/C(=O)OC)/C[C@H]2C[C@H]([C@@H](C)O)OC(=O)C[C@@H](C[C@@H]3C[C@@H](C(C)(C)[C@@](C[C@@H]4C/C(=C/C(=O)OC)/C[C@H](/C=C/C(C)(C)[C@]1(O)O2)O4)(O)O3)OC(=O)C)O
Isomeric SMILES CCC/C=C/C=C/C(=O)O[C@H]1/C(=C/C(=O)OC)/C[C@H]2C[C@@H](OC(=O)C[C@@H](C[C@@H]3C[C@@H](C([C@@](O3)(C[C@@H]4C/C(=C/C(=O)OC)/C[C@@H](O4)/C=C/C([C@@]1(O2)O)(C)C)O)(C)C)OC(=O)C)O)[C@@H](C)O
InChI InChI=1S/C47H68O17/c1-10-11-12-13-14-15-39(51)62-43-31(22-41(53)58-9)21-34-25-37(28(2)48)61-42(54)24-32(50)23-35-26-38(59-29(3)49)45(6,7)46(55,63-35)27-36-19-30(20-40(52)57-8)18-33(60-36)16-17-44(4,5)47(43,56)64-34/h12-17,20,22,28,32-38,43,48,50,55-56H,10-11,18-19,21,23-27H2,1-9H3/b13-12+,15-14+,17-16+,30-20+,31-22+/t28-,32-,33+,34+,35-,36+,37-,38+,43+,46+,47-/m1/s1
InChI Key MJQUEDHRCUIRLF-TVIXENOKSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
No information available.
Summary of Clinical Use Click here for help
Bryostatin 1 is a clinical candidate in Alzheimer's disease [4] and HIV infection. It has also been evaluated for potential syngergy in combination with established chemotherapy drugs.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT03560245 A Study of Bryostatin in Moderately Severe to Severe Alzheimer's Disease Subjects Not On Memantine Phase 2 Interventional Neurotrope Bioscience, Inc.
NCT02431468 A Study Assessing Bryostatin in the Treatment of Moderately Severe to Severe Alzheimer's Disease Phase 2 Interventional Neurotrope Bioscience, Inc.
NCT04538066 Bryostatin Treatment of Moderately Severe Alzheimer's Disease Phase 2 Interventional Neurotrope Bioscience, Inc.
NCT00000189 Gepirone vs Placebo in Treatment of Cocaine Dependence - 3 Phase 2 Interventional University of Pennsylvania
NCT00006081 Combination Chemotherapy in Treating Patients With Unresectable Locally Advanced or Metastatic Stomach Cancer Phase 2 Interventional M.D. Anderson Cancer Center
NCT00005965 Bryostatin-1 Plus Cisplatin in Treating Patients With Recurrent or Advanced Cancer of the Cervix Phase 2 Interventional National Cancer Institute (NCI)