Ro 40-6055   Click here for help

GtoPdb Ligand ID: 2647

Synonyms: AM 580 | AM580 | CD-336 | Ro406055
PDB Ligand
Compound class: Synthetic organic
Comment: Ro 40-6055 (Am580) is a retinoic acid analogue that acts as a selective retinoic acid receptor α (RARα) agonist [1].
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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(c1ccc2c(c1)C(C)(C)CCC2(C)C)Nc1ccc(cc1)C(=O)O
Isomeric SMILES O=C(c1ccc2c(c1)C(C)(C)CCC2(C)C)Nc1ccc(cc1)C(=O)O
InChI InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
Bioactivity Comments
Ro 40-6055 (Am580) significantly induces IL-4, IL-5 and IL-13 and inhibits IL-12 and IFNγ synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro [3].
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Retinoic acid receptor-α Hs Agonist Agonist - pKd - 2
pKd (Kd 6x10-9 M) [2]
Retinoic acid receptor-α Hs Agonist Agonist 9.5 pEC50 - 1
pEC50 9.5 (EC50 3x10-10 M) [1]
Retinoic acid receptor-β Hs Agonist Agonist 8.1 pEC50 - 1
pEC50 8.1 (EC50 8.6x10-9 M) [1]
Retinoic acid receptor-γ Hs Agonist Agonist 7.9 pEC50 - 1
pEC50 7.9 (EC50 1.3x10-8 M) [1]