Compound: Isepamicin
SMILES: O=C(N[C@H]1[C@H](O[C@H]2OC[C@@](O)(C)[C@@H]([C@H]2O)NC)[C@@H](O)[C@H](O[C@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CN)[C@H](C1)N)[C@@H](O)CN
InChIKey: UDIIBEDMEYAVNG-ZKFPOVNWSA-N
Synonyms: Isepamicin, Isepamicine, 58152-03-7, HAPA-B, Isepamicina, Sch 21420, HAPA-gentamycin B, Isepamicinum, Sch-21420, G7K224460P, DTXSID1048380, (2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxypropanamide, D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-, D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N1-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-, (2S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl)oxy-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl)oxy-3-hydroxycyclohexyl)-2-hydroxypropanamide, RefChem:791507, 1-N-HAPA-gentamicin B, CHEBI:37951, J01GB11, DTXCID601508530, N-(S-3-amino-2-hydroxypropionyl)gentamicin, (2S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((6-amino-6-deoxy-D-glucopyranosyl)oxy)-2-((3-deoxy-4-C-methyl-3-(methylamino)-L-arabinopyranosyl)oxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide, 3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl)oxy-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl)oxy-3-hydroxycyclohexyl)-2-hydroxypropanamide, SCH21420, (S)-3-Amino-N-((1R,2S,3S,4R,5S)-5-amino-4-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-2-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide, Isepamicine [French], Isepamicinum [Latin], Isepamicina [Spanish], Isepamicin [USAN:INN:BAN], CCRIS 1919, Isepamicinsulphate, UNII-G7K224460P, EINECS 261-143-4, BRN 4896716, ISEPAMICIN [MI], ISEPAMICIN [INN], ISEPAMICIN [JAN], Isepamicin (USAN/INN), ISEPAMICIN [USAN], ISEPAMICIN [MART.], ISEPAMICIN [WHO-DD], CHEMBL272080, orb1690439, SCHEMBL18763321, GTPL12136, AKOS040758207, DB13540, NCGC00164587-04, DA-74533, O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->6))-2-deoxy-N(sup 1)-((S)-isoseryl)-D-streptamine, HY-106668, CS-0026304, D02545, BRD-K74759733-001-01-9, BRD-K74759733-065-01-4, 1-N-((S)-3-AMINO-2-HYDROXYPROPIONYL)GENTAMICIN B, (2S)-3-Amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-3-hydroxycyclohexyl]-2-hydroxypropanamide, (2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxypropanimidic acid, (S)-O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1.4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1.6))-1,3-diamino-N1-(3-aminolactoyl)-1,2,3-trideoxy-D-scyllo-inositol, D-STREPTAMINE, O-6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(3-DEOXY-4-C-METHYL-3-(METHYLAMINO)-.BETA.-L-ARABINOPYRANOSYL-(1->6))-N(SUP 1)-(3-AMINO-2-HYDROXY-1-OXOPROPYL)-2-DEOXY-, (S)-, D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-, O-6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(3-DEOXY-4-C-METHYL-3-(METHYLAMINO)-.BETA.-L-ARABINOPYRANOSYL-(1->6))-2-DEOXY-N(SUP 1)-((S)-ISOSERYL)-D-STREPTAMINE, O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-2-deoxy-N(sup 1)-((S)-isoseryl)-D-streptamine
Theoretical properties:
molecular_formula: C22H43N5O12
molecular_weight: 569.6 g/mol
exact_mass: 569.29082182 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 12
hydrogen_bond_acceptor_count: 16
rotatable_bond_count: 9
heavy_atom_count: 39
topological_polar_surface_area: 298 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: ISEPAMICIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Isepamicin (isepamycin) is an aminoglycoside antibiotic.
It was patented in 1973 and approved for medical use in 1988. It has been identified by the World Health Organization as a Critically Important Antimicrobial for human use.