tamibarotene   Click here for help

GtoPdb Ligand ID: 2648

Synonyms: AM-80 | AM80 | Amnolake® | retinobenzoic acid
Approved drug PDB Ligand
tamibarotene is an approved drug
Compound class: Synthetic organic
Comment: This compound is a retinoic acid receptor α (RARα) agonist [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 66.4
Molecular weight 351.18
XLogP 5.9
No. Lipinski's rules broken 1
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Canonical SMILES O=C(c1ccc(cc1)C(=O)O)Nc1ccc2c(c1)C(C)(C)CCC2(C)C
Isomeric SMILES O=C(c1ccc(cc1)C(=O)O)Nc1ccc2c(c1)C(C)(C)CCC2(C)C
InChI InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-16(9-10-17(18)21)23-19(24)14-5-7-15(8-6-14)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
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Summary of Clinical Use Click here for help
Approved in Japan for the treatment of acute promyelocytic leukemia, tamibarotene was withdrawn in Europe for this use in 2009. ClinicalTrials.gov has several records for clinical trials involving tamibarotene- click here to access these records.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Agonist for retinoic acid alpha and beta receptors.