Compound: Endomorphin 1
SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)Cc2c3c(cccc3)[nH]c2)[C@H]4N(C(=O)[C@@H](N)Cc5ccc(O)cc5)CCC4
InChIKey: ZEXLJFNSKAHNFH-SYKYGTKKSA-N
Synonyms: Endomorphin 1, Endomorphin-1, 189388-22-5, Tyr-Pro-Trp-Phe-Nh2, tyrosyl-prolyl-tryptophyl-phenylalaninamide, (2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pyrrolidine-2-carboxamide, DTXSID10415505, (2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-1-carbamoyl-2-phenylethyl]-3-(1H-indol-3-yl)propanamide, (2S)-1-((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)-N-((2S)-1-(((2S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)pyrrolidine-2-carboxamide, (2S)-2-(((2S)-1-((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl)formamido)-N-((1S)-1-carbamoyl-2-phenylethyl)-3-(1H-indol-3-yl)propanamide, RefChem:136788, DTXCID00366355, L-Phenylalaninamide, L-tyrosyl-L-prolyl-L-tryptophyl-, H-Tyr-Pro-Trp-Phe-NH2, CHEMBL316446, L-Tyrosyl-L-prolyl-L-tryptophyl-L-phenylalaninamide, MFCD01321063, L-Phenylalaninamide,L-tyrosyl-L-prolyl-L-tryptophyl-, endomorphin -1, YPWF-NH2, GTPL1623, orb1296088, SCHEMBL29379764, SCHEMBL29390342, CHEBI:177580, ZEXLJFNSKAHNFH-SYKYGTKKSA-N, C34H38N6O5, HY-P0185, BDBM50095155, AKOS024456355, EBC-616686, NCGC00163676-01, NCGC00163676-02, (S)-1-(L-tyrosyl)-N-((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)pyrrolidine-2-carboxamide, AS-80638, DA-52894, G78409, Q4531852, (2S)-N-[(1S)-2-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]amino]-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide, (S)-1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid [(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-amide, (S)-N-((S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-1-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamide, 1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid [1-((S)-(S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-amide, 1-[2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid [1-(1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-amide
Theoretical properties:
molecular_formula: C34H38N6O5
molecular_weight: 610.7 g/mol
exact_mass: 610.29036833 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 12
heavy_atom_count: 45
topological_polar_surface_area: 184 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: L-Phenylalaninamide, L-tyrosyl-L-prolyl-L-tryptophyl- is an oligopeptide.
chembl: ENDOMORPHIN-1 is a protein listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Endomorphins are natural, endogenous opioid neuropeptides that are considered to be central to pain relief. They were first described in 1997 by James Zadina, Abba Kastin and colleagues. The two known endomorphins, endomorphin-1 and endomorphin-2, are tetrapeptides, consisting of Tyr-Pro-Trp-Phe and Tyr-Pro-Phe-Phe amino acid sequences respectively. These sequences fold into tertiary structures with high specificity and affinity for the μ-opioid receptor, binding it exclusively and strongly. Bound μ-opioid receptors typically induce inhibitory effects on neuronal activity. Endomorphin-like immunoreactivity exists within the central and peripheral nervous systems, where endomorphin-1 appears to be concentrated in the brain and upper brainstem, and endomorphin-2 is located mainly in the spinal cord and lower brainstem. Because endomorphins activate the μ-opioid receptor, which is the target receptor of morphine and its derivatives, endomorphins possess significant potential as analgesics with reduced side effects and risk of addiction.