Compound: Teixobactin
SMILES: O=C1O[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC)Cc2ccccc2)[C@H](CC)C)CO)CCC(=O)N)[C@H](CC)C)[C@H](CC)C)CO)C(=O)N[C@@H](C)C(N[C@H](C(N[C@H]1[C@H](CC)C)=O)C[C@@H]3NC(=N)NC3)=O)C
InChIKey: LMBFAGIMSUYTBN-MPZNNTNKSA-N
Synonyms: Teixobactin, 1613225-53-8, LC730GUE72, CHEBI:84192, DTXSID901032110, RefChem:187735, DTXCID401517113, L-SERINAMIDE, N-METHYL-D-PHENYLALANYL-L-ISOLEUCYL-L-SERYL-D-GLUTAMINYL-D-ALLOISOLEUCYL-L-ISOLEUCYL-N-((3S,6S,9S,12R,13S)-6-(((4S)-2-IMINO-4-IMIDAZOLIDINYL)METHYL)-9,13-DIMETHYL-3-((1S)-1-METHYLPROPYL)-2,5,8,11-TETRAOXO-1-OXA-4,7,10-TRIAZACYCLOTRIDEC-12-YL)-, (2R)-N-((2R,3R)-1-(((2S,3S)-1-(((2S)-1-(((3S,6S,9S,12R,13S)-6-(((5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl)methyl)-3-((2S)-butan-2-yl)-9,13-dimethyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-12-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)-2-(((2S)-3-hydroxy-2-(((2S,3S)-3-methyl-2-(((2R)-2-(methylamino)-3-phenylpropanoyl)amino)pentanoyl)amino)propanoyl)amino)pentanediamide, (2R)-N-((2R,3S)-1-(((2S,3S)-1-(((2S)-1-(((3S,6S,9S,12R,13S)-6-(((5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl)methyl)-3-((2S)-butan-2-yl)-9,13-dimethyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-12-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)-2-(((2S)-3-hydroxy-2-(((2S,3S)-3-methyl-2-(((2R)-2-(methylamino)-3-phenylpropanoyl)amino)pentanoyl)amino)propanoyl)amino)pentanediamide, UNII-LC730GUE72, L-Serinamide, N-methyl-D-phenylalanyl-L-isoleucyl-L-seryl-D-glutaminyl-D-alloisoleucyl-L-isoleucyl-N-((3S,6S,9S,12R,13S)-6-(((4S)-2-imino-4-imidazolidinyl)methyl)-9,13-dimethyl-3-((1S)-1-methylpropyl) -2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-12-yl)-, TEIXOBACTIN [MI], orb1986998, CHEMBL3977597, SCHEMBL15790568, SCHEMBL29356919, GTPL10972, BDBM237161, GLXC-22575, EX-A5149, HY-P0230, US9402878, II, DA-68023, CS-0022114, compound of formula II [WO2014089053A1], Q18720369, N-[N-Methyl-D-Phe-Ile-Ser-D-Gln-D-aIle-Ile-Ser-]cyclo[D-Thr*-Ala-[3-(2-iminoimidazolidine-4beta-yl)-Ala-]-Ile-], N-methyl-D-phenylalanyl-L-isoleucyl-L-seryl-D-glutaminyl-D-alloisoleucyl-L-isoleucyl-N-{(3S,6S,9S,12R,13S)-6-{[(4S)-2-amino-4,5-dihydro-1H-imidazol-4-yl]methyl}-3-[(2S)-butan-2-yl]-9,13-dimethyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridecan-12-yl}-L-serinamide
Theoretical properties:
molecular_formula: C58H95N15O15
molecular_weight: 1242.5 g/mol
exact_mass: 1241.71320738 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 16
hydrogen_bond_acceptor_count: 17
rotatable_bond_count: 32
heavy_atom_count: 88
topological_polar_surface_area: 463 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Teixobactin is a cyclodepsipeptide that is isolated from the previously unculturable bacterial species Eleftheria terrae and is active against gram-positive bacteria. It has a role as an antibacterial agent. It is a peptide antibiotic, a cyclodepsipeptide and a macrocycle.
chebi: A cyclodepsipeptide that is isolated from the previously unculturable bacterial species <em>Eleftheria terrae</em> and is active against gram-positive bacteria.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Teixobactin () is a peptide-like secondary metabolite of some species of bacteria, that kills some gram-positive bacteria. It appears to belong to a new class of antibiotics, and harms bacteria by binding to lipid II and lipid III, important precursor molecules for forming the cell wall.
Teixobactin was discovered using a new method of culturing bacteria in soil, which allowed researchers to grow a previously unculturable bacterium now named Eleftheria terrae, which produces the antibiotic. Teixobactin was shown to kill Staphylococcus aureus and Mycobacterium tuberculosis.