omacetaxine mepesuccinate   Click here for help

GtoPdb Ligand ID: 7454

Synonyms: CGX-635 | HHT | homoharringtonine | Myelostat® | Synribo®
Approved drug PDB Ligand
omacetaxine mepesuccinate is an approved drug (FDA (2012))
Comment: Omacetaxine mepesuccinate is a semi-synthetic derivative of the alkaloid cephalotaxine from Cephalotaxus harringtonia. Note that this compound is represented on Drugbank with slightly different stereochemistry by the entry DB04865.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 123.99
Molecular weight 545.26
XLogP 1.72
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)CC(C(=O)OC1C(=CC23C1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O
Isomeric SMILES COC(=O)C[C@@](C(=O)O[C@@H]1C(=C[C@]23[C@@H]1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O
InChI InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
InChI Key HYFHYPWGAURHIV-JFIAXGOJSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (2012))
International Nonproprietary Names Click here for help
INN number INN
8885 omacetaxine mepesuccinate
Synonyms Click here for help
CGX-635 | HHT | homoharringtonine | Myelostat® | Synribo®
Database Links Click here for help
CAS Registry No. 26833-87-4
ChEBI CHEBI:71019
ChEMBL Ligand CHEMBL46286
DrugCentral Ligand 4677
GtoPdb PubChem SID 187051757
PubChem CID 285033
RCSB PDB Ligand HMT
Search Google for chemical match using the InChIKey HYFHYPWGAURHIV-JFIAXGOJSA-N
Search Google for chemicals with the same backbone HYFHYPWGAURHIV
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UniChem Compound Search for chemical match using the InChIKey HYFHYPWGAURHIV-JFIAXGOJSA-N
UniChem Connectivity Search for chemical match using the InChIKey HYFHYPWGAURHIV-JFIAXGOJSA-N
Wikipedia Omacetaxine mepesuccinate

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Tocris
Homoharringtonine
Cat. No. 1416