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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2D Structure
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Physico-chemical Properties
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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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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))
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
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Search UniChem for chemical match using the InChIKey HKVAMNSJSFKALM-GKUWKFKPSA-N
Search UniChem for chemicals with the same backbone HKVAMNSJSFKALM
Wikipedia Everolimus

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Tocris
Everolimus
Cat. No. 6188