Compound: Taltirelin
SMILES: O=C1N(C(=O)C[C@H](N1)C(=O)N[C@H](C(=O)N2[C@H](C(=O)N)CCC2)Cc3[nH]cnc3)C
InChIKey: LQZAIAZUDWIVPM-SRVKXCTJSA-N
Synonyms: Taltirelin, 103300-74-9, taltireline, TA 0910, TA-0910, taltirelina, taltirelinum, DOZ62MV6A5, DTXSID0043763, DTXCID8023763, CHEBI:135653, (-)-N-(((S)-Hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl)carbonyl)-L-histidyl-L-prolinamide, (4S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide, (4S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide, (4S)-N-((2S)-1-((2S)-2-carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide, (4S)-N-((2S)-1-((2S)-2-carbamoylpyrrolidin-1-yl)-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl)-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide, RefChem:187329, Taltirelin [INN], (S)-N-((S)-1-((S)-2-Carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxamide, MFCD00894697, NCGC00181033-01, (4S)-Hexahydro-1-methyl-2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-L-prolinamide, (1-methyl-4,5-dihydroorotyl)-histidyl-prolinamide, (S)-N-((S)-1-((S)-2-carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxamide, UNII-DOZ62MV6A5, CCRIS 8513, C17H23N7O5, Taltirelin acetate salt, TALTIRELIN [MI], TALTIRELIN [MART.], TALTIRELIN [WHO-DD], SCHEMBL194528, GTPL2143, orb1685470, CHEMBL2107016, SCHEMBL21219549, SCHEMBL22077031, LQZAIAZUDWIVPM-SRVKXCTJSA-N, HY-B0596, Tox21_112682, AKOS015920135, AKOS015969113, FT27992, L-Prolinamide, N-(((4S)-hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl)carbonyl)-L-histidyl-, L-Prolinamide, N-((hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl)carbonyl)-L-histidyl-, (S)-, NCGC00381723-02, (4S)-N-[(1S)-2-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-(1H-imidazol-5-ylmethyl)-2-oxo-ethyl]-1-methyl-2,6-dioxo-hexahydropyrimidine-4-carboxamide, AC-23956, BT300131, MS-32577, Taltirelin acetate salt - Bio-X trade mark, CAS-103300-74-9, NS00123276, Q7680336, BRD-K93869735-001-01-1, (1-methyl-(s)-4,5-dihydroorotyl)-l-histidyl-l-prolinamide, 1-methyl-(S)-4,5-dihydroorotyl-L-histidyl-L-prolinamide, N-[(4S)-1-Methyl-2,6-dioxo-1,3-diazinane-4-carbonyl]-L-histidyl-L-prolinamide, N-{[(4S)-1-methyl-2,6-dioxohexahydropyrimidin-4-yl]carbonyl}-L-histidyl-L-prolinamide, (4S)-Hexahydro-1-methyl-2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-L-prolinamide acetate salt, (S,Z)-2-hydroxy-N-((S)-1-((S)-2-(hydroxy(imino)methyl)pyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-1-methyl-6-oxo-1,4,5,6-tetrahydropyrimidine-4-carbimidic acid
Theoretical properties:
molecular_formula: C17H23N7O5
molecular_weight: 405.4 g/mol
exact_mass: 405.17606686 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 6
heavy_atom_count: 29
topological_polar_surface_area: 171 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Taltirelin is an oligopeptide comprising of (4S)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxylic acid, L-histidine and L-prolinamide joined in sequence by peptide linkages. It is a thyrotropin-releasing hormone (TRH) analog. Its tetrahydrate form is approved in Japan for the treatment of spinal muscular atrophy. It has a role as an analgesic, a neuroprotective agent and a nootropic agent.
chebi: An oligopeptide comprising of (4<i>S</i>)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxylic acid, <small>L</small>-histidine and <small>L</small>-prolinamide joined in sequence by peptide linkages. It is a thyrotropin-releasing hormone (TRH) analog. Its tetrahydrate form is approved in Japan for the treatment of spinal muscular atrophy.
chembl: TALTIRELIN is a protein listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Taltirelin (marketed under the tradename Ceredist) is a thyrotropin-releasing hormone (TRH) analog, which mimics the physiological actions of TRH, but with a much longer half-life and duration of effects, and little development of tolerance following prolonged dosing. It has nootropic, neuroprotective and analgesic effects.
Taltirelin is primarily being researched for the treatment of spinocerebellar ataxia; limited research has also been carried out with regard to other neurodegenerative disorders, e.g., spinal muscular atrophy.