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    Netilmicin

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: Netilmicin sulfate, 56391-57-2, (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4-amino-3-[[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-6-(ethylamino)-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol sulfate, Akos015961218, Ac-22349
    Molecular Formula
    C21H43N5O11S
    Molecular Weight
    573.7  g/mol
    InChI Key
    PQHZSWZPVGHDEZ-UIQTUGNFSA-N
    Semisynthetic 1-N-ethyl derivative of SISOMYCIN, an aminoglycoside antibiotic with action similar to gentamicin, but less ear and kidney toxicity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4-amino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-(ethylamino)-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;sulfuric acid
    2.1.2 InChI
    InChI=1S/C21H41N5O7.H2O4S/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20;1-5(2,3)4/h5,11-20,25-29H,4,6-9,22-24H2,1-3H3;(H2,1,2,3,4)/t11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+;/m1./s1
    2.1.3 InChI Key
    PQHZSWZPVGHDEZ-UIQTUGNFSA-N
    2.1.4 Canonical SMILES
    CCNC1CC(C(C(C1OC2C(C(C(CO2)(C)O)NC)O)O)OC3C(CC=C(O3)CN)N)N.OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    CCN[C@@H]1C[C@@H]([C@H]([C@@H]([C@H]1O[C@@H]2[C@@H]([C@H]([C@@](CO2)(C)O)NC)O)O)O[C@@H]3[C@@H](CC=C(O3)CN)N)N.OS(=O)(=O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Certomycin

    2. Ntromicine

    3. Netillin

    4. Netilmicin

    5. Netilmicin Sulfate

    6. Netrocin

    7. Netromicina

    8. Netromycin

    9. Netromycine

    10. Sch 20569

    11. Sch-20569

    12. Sch20569

    2.2.2 Depositor-Supplied Synonyms

    1. Netilmicin Sulfate

    2. 56391-57-2

    3. (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4-amino-3-[[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-6-(ethylamino)-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol Sulfate

    4. Akos015961218

    5. Ac-22349

    2.3 Create Date
    2007-12-08
    3 Chemical and Physical Properties
    Molecular Weight 573.7 g/mol
    Molecular Formula C21H43N5O11S
    Hydrogen Bond Donor Count10
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count8
    Exact Mass573.26797838 g/mol
    Monoisotopic Mass573.26797838 g/mol
    Topological Polar Surface Area283 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity754
    Isotope Atom Count0
    Defined Atom Stereocenter Count11
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)