everolimus   Click here for help

GtoPdb Ligand ID: 5889

Synonyms: Afinitor® | Certican® | RAD-001 | RAD001 | rapamycin, 42-O-(2-hydroxyethyl)- | Zortress®
Approved drug Immunopharmacology Ligand
everolimus is an approved drug (FDA & EMA (2009))
Compound class: Synthetic organic
Comment: Everolimus is a Type-3 kinase inhibitor and it was first approved by the FDA in 2009. There is some ambiguity in the literature as to the exact stereochemistry of everolimus. The structure shown here matches that in the Pubchem entry listed in the Database Links table. Other common representations include CID 46930999, CID 70789204 and CID 16211121.
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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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View interactive charts of activity data across species

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everolimus is commercially available from our sponsors

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 CDK toolkit. 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 15
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 204.66
Molecular weight 957.58
XLogP 4.13
No. Lipinski's rules broken 1
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.

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Canonical SMILES OCCOC1CCC(CC1OC)CC(C1OC(=O)C2CCCCN2C(=O)C(=O)C2(O)OC(CCC2C)CC(OC)C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)C1)C)C)O)OC)C)C)C)C
Isomeric SMILES OCCO[C@@H]1CC[C@H](C[C@H]1OC)C[C@H]([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H](CC[C@H]2C)C[C@H](OC)/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C1)C)/C)O)OC)C)C)/C)C
InChI InChI=1S/C53H83NO14/c1-32-16-12-11-13-17-33(2)44(63-8)30-40-21-19-38(7)53(62,68-40)50(59)51(60)54-23-15-14-18-41(54)52(61)67-45(35(4)28-39-20-22-43(66-25-24-55)46(29-39)64-9)31-42(56)34(3)27-37(6)48(58)49(65-10)47(57)36(5)26-32/h11-13,16-17,27,32,34-36,38-41,43-46,48-49,55,58,62H,14-15,18-26,28-31H2,1-10H3/b13-11+,16-12+,33-17+,37-27+/t32-,34-,35-,36-,38-,39+,40+,41+,43-,44+,45+,46-,48-,49+,53-/m1/s1
InChI Key HKVAMNSJSFKALM-GKUWKFKPSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2009))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
International Nonproprietary Names Click here for help
INN number INN
7863 everolimus
Synonyms Click here for help
Afinitor® | Certican® | RAD-001 | RAD001 | rapamycin, 42-O-(2-hydroxyethyl)- | Zortress®
Database Links Click here for help
CAS Registry No. 159351-69-6 (source: SciFinder)
ChEMBL Ligand CHEMBL1908360
DrugBank Ligand DB01590
DrugCentral Ligand 1118
GtoPdb PubChem SID 178102512
PubChem CID 6442177
Search Google for chemical match using the InChIKey HKVAMNSJSFKALM-GKUWKFKPSA-N
Search Google for chemicals with the same backbone HKVAMNSJSFKALM
Search PubMed clinical trials everolimus
Search PubMed titles everolimus
Search PubMed titles/abstracts everolimus
UniChem Compound Search for chemical match using the InChIKey HKVAMNSJSFKALM-GKUWKFKPSA-N
UniChem Connectivity Search for chemical match using the InChIKey HKVAMNSJSFKALM-GKUWKFKPSA-N
Wikipedia Everolimus

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Tocris
Everolimus (links to external site)
Cat. No. 6188