temsirolimus   Click here for help

GtoPdb Ligand ID: 5892

Synonyms: CCI-779 | Torisel®
Approved drug
temsirolimus is an approved drug (FDA & EMA (2007))
Compound class: Synthetic organic
Comment: Temsirolimus is a Type-3 kinase inhibitor and was first approved by the FDA in 2007. There is some ambiguity in the literature surrounding the exact stereochemistry of temsirolimus. Other common representations are CID 23724530, CID 24847874 and CID 9876533. Our representation and the PubChem and ChEMBL links in the table above show a structure identical to that contained in the INN record for this drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 241.96
Molecular weight 1029.6
XLogP 3.54
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COC1CC(CCC1OC(=O)C(CO)(CO)C)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 CO[C@@H]1C[C@@H](CC[C@H]1OC(=O)C(CO)(CO)C)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/C56H87NO16/c1-33-17-13-12-14-18-34(2)45(68-9)29-41-22-20-39(7)56(67,73-41)51(63)52(64)57-24-16-15-19-42(57)53(65)71-46(30-43(60)35(3)26-38(6)49(62)50(70-11)48(61)37(5)25-33)36(4)27-40-21-23-44(47(28-40)69-10)72-54(66)55(8,31-58)32-59/h12-14,17-18,26,33,35-37,39-42,44-47,49-50,58-59,62,67H,15-16,19-25,27-32H2,1-11H3/b14-12+,17-13+,34-18+,38-26+/t33-,35-,36-,37-,39-,40+,41+,42+,44-,45+,46+,47-,49-,50+,56-/m1/s1
InChI Key CBPNZQVSJQDFBE-FUXHJELOSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2007))
International Nonproprietary Names Click here for help
INN number INN
8212 temsirolimus
Synonyms Click here for help
CCI-779 | Torisel®
Database Links Click here for help
CAS Registry No. 162635-04-3 (source: SciFinder)
ChEMBL Ligand CHEMBL1201182
DrugBank Ligand DB06287
DrugCentral Ligand 4161
GtoPdb PubChem SID 178102515
PubChem CID 6918289
Search Google for chemical match using the InChIKey CBPNZQVSJQDFBE-FUXHJELOSA-N
Search Google for chemicals with the same backbone CBPNZQVSJQDFBE
Search PubMed clinical trials temsirolimus
Search PubMed titles temsirolimus
Search PubMed titles/abstracts temsirolimus
Search UniChem for chemical match using the InChIKey CBPNZQVSJQDFBE-FUXHJELOSA-N
Search UniChem for chemicals with the same backbone CBPNZQVSJQDFBE
Wikipedia Temsirolimus

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Tocris
Temsirolimus
Cat. No. 5264