taltirelin   Click here for help

GtoPdb Ligand ID: 2143

Synonyms: TA 0910
Compound class: Synthetic organic
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 170.59
Molecular weight 405.18
XLogP -3.25
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN1C(=O)CC(NC1=O)C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1[nH]cnc1
Isomeric SMILES CN1C(=O)C[C@H](NC1=O)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1[nH]cnc1
InChI InChI=1S/C17H23N7O5/c1-23-13(25)6-10(22-17(23)29)15(27)21-11(5-9-7-19-8-20-9)16(28)24-4-2-3-12(24)14(18)26/h7-8,10-12H,2-6H2,1H3,(H2,18,26)(H,19,20)(H,21,27)(H,22,29)/t10-,11-,12-/m0/s1
InChI Key LQZAIAZUDWIVPM-SRVKXCTJSA-N
References
1. Thirunarayanan N, Nir EA, Raaka BM, Gershengorn MC. (2013)
Thyrotropin-releasing hormone receptor type 1 (TRH-R1), not TRH-R2, primarily mediates taltirelin actions in the CNS of mice.
Neuropsychopharmacology, 38 (6): 950-6. [PMID:23303050]
2. Thirunarayanan N, Raaka BM, Gershengorn MC. (2012)
Taltirelin is a superagonist at the human thyrotropin-releasing hormone receptor.
Front Endocrinol (Lausanne), 3: 120. [PMID:23087672]