data_KOS
#

_chem_comp.id                                   KOS
_chem_comp.name                                 "17-DESMETHOXY-17-N,N-DIMETHYLAMINOETHYLAMINO-GELDANAMYCIN"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H48 N4 O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        17-DMAG
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-03-20
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       616.746
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KOS
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1OSF
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
KOS  C27   C27   C  0  1  N  N  N  79.120  -25.778  57.757  -1.604   2.137    0.845  C27   KOS   1  
KOS  O6    O6    O  0  1  N  N  N  79.780  -25.636  59.223  -1.401   0.723    0.811  O6    KOS   2  
KOS  C12   C12   C  0  1  N  N  S  78.892  -25.205  60.269  -2.666   0.131    0.509  C12   KOS   3  
KOS  C13   C13   C  0  1  N  N  N  79.786  -25.194  61.574  -2.566  -0.672   -0.787  C13   KOS   4  
KOS  C14   C14   C  0  1  N  N  R  80.536  -26.464  62.106  -1.875   0.143   -1.877  C14   KOS   5  
KOS  C28   C28   C  0  1  N  N  N  79.640  -27.689  61.797  -2.823   1.232   -2.385  C28   KOS   6  
KOS  C15   C15   C  0  1  N  N  N  80.997  -26.381  63.709  -1.501  -0.777   -3.045  C15   KOS   7  
KOS  C16   C16   C  0  1  N  N  N  79.837  -26.085  64.717  -0.030  -0.636   -3.339  C16   KOS   8  
KOS  C17   C17   C  0  1  N  N  N  79.379  -24.854  65.238   0.413  -0.430   -4.600  C17   KOS   9  
KOS  N29   N29   N  0  1  N  N  N  79.989  -23.582  64.908  -0.461  -0.340   -5.655  N29   KOS  10  
KOS  C30   C30   C  0  1  N  N  N  81.394  -23.256  65.114   0.045  -0.116   -7.011  C30   KOS  11  
KOS  C31   C31   C  0  1  N  N  N  81.916  -22.832  66.543  -1.127  -0.056   -7.992  C31   KOS  12  
KOS  N32   N32   N  0  1  N  N  N  81.236  -21.928  67.594  -0.618   0.167   -9.351  N32   KOS  13  
KOS  C33   C33   C  0  1  N  N  N  82.088  -21.747  68.738  -1.788   0.214  -10.238  C33   KOS  14  
KOS  C34   C34   C  0  1  N  N  N  80.067  -22.471  68.219  -0.024   1.511   -9.364  C34   KOS  15  
KOS  C18   C18   C  0  1  N  N  N  78.211  -24.730  66.191   1.877  -0.302   -4.857  C18   KOS  16  
KOS  O8    O8    O  0  1  N  N  N  77.876  -23.605  66.574   2.287  -0.165   -5.993  O8    KOS  17  
KOS  C19   C19   C  0  1  N  N  N  77.505  -25.975  66.638   2.813  -0.340   -3.734  C19   KOS  18  
KOS  C20   C20   C  0  1  N  N  N  77.918  -27.217  66.189   2.344  -0.516   -2.480  C20   KOS  19  
KOS  N1    N1    N  0  1  N  N  N  77.373  -28.491  66.534   3.203  -0.527   -1.397  N1    KOS  20  
KOS  C1    C1    C  0  1  N  N  N  76.857  -29.675  65.873   2.763  -0.123   -0.202  C1    KOS  21  
KOS  O1    O1    O  0  1  N  N  N  76.519  -30.517  66.555   1.789   0.605   -0.147  O1    KOS  22  
KOS  C2    C2    C  0  1  N  N  N  76.821  -29.713  64.329   3.374  -0.508    1.065  C2    KOS  23  
KOS  C22   C22   C  0  1  N  N  N  77.491  -30.906  63.690   4.601  -1.372    1.100  C22   KOS  24  
KOS  C3    C3    C  0  1  N  N  N  76.214  -28.675  63.659   2.790  -0.061    2.203  C3    KOS  25  
KOS  C4    C4    C  0  1  N  N  N  76.066  -28.460  62.214   3.309  -0.363    3.528  C4    KOS  26  
KOS  C5    C5    C  0  1  N  N  N  75.146  -27.698  61.636   2.663   0.035    4.626  C5    KOS  27  
KOS  C6    C6    C  0  1  N  N  S  74.067  -26.907  62.322   1.372   0.805    4.557  C6    KOS  28  
KOS  O2    O2    O  0  1  N  N  N  72.672  -27.418  62.005   1.501   1.994    5.344  O2    KOS  29  
KOS  C23   C23   C  0  1  N  N  N  72.435  -28.767  61.824   1.999   3.013    4.474  C23   KOS  30  
KOS  C7    C7    C  0  1  N  N  S  74.034  -25.389  61.897   0.230  -0.046    5.117  C7    KOS  31  
KOS  O3    O3    O  0  1  N  N  N  73.012  -24.726  62.595   0.170   0.111    6.559  O3    KOS  32  
KOS  C24   C24   C  0  1  N  N  N  72.283  -23.761  61.872  -0.275  -0.898    7.329  C24   KOS  33  
KOS  N2    N2    N  0  1  N  N  N  71.152  -23.486  62.555  -0.331  -0.752    8.668  N2    KOS  34  
KOS  O4    O4    O  0  1  N  N  N  72.602  -23.244  60.811  -0.627  -1.943    6.817  O4    KOS  35  
KOS  C8    C8    C  0  1  N  N  N  75.405  -24.526  62.119  -1.081   0.393    4.508  C8    KOS  36  
KOS  C25   C25   C  0  1  N  N  N  75.849  -24.317  63.563  -1.671   1.721    4.906  C25   KOS  37  
KOS  C9    C9    C  0  1  N  N  N  76.015  -24.060  61.066  -1.676  -0.397    3.651  C9    KOS  38  
KOS  C10   C10   C  0  1  N  N  S  77.270  -23.222  60.925  -2.984  -0.058    2.990  C10   KOS  39  
KOS  C26   C26   C  0  1  N  N  N  76.730  -21.836  60.510  -4.144  -0.516    3.882  C26   KOS  40  
KOS  C11   C11   C  0  1  N  N  R  78.273  -23.795  59.915  -3.075  -0.801    1.652  C11   KOS  41  
KOS  O5    O5    O  0  1  N  N  N  79.406  -22.859  59.908  -4.419  -1.241    1.447  O5    KOS  42  
KOS  C21   C21   C  0  1  N  N  N  79.117  -27.318  65.196   0.891  -0.742   -2.264  C21   KOS  43  
KOS  O9    O9    O  0  1  N  N  N  79.484  -28.436  64.790   0.477  -1.055   -1.164  O9    KOS  44  
KOS  H271  1H27  H  0  0  N  N  N  79.808  -26.112  56.946  -0.687   2.628    1.170  H271  KOS  45  
KOS  H272  2H27  H  0  0  N  N  N  78.232  -26.451  57.803  -1.872   2.489   -0.150  H272  KOS  46  
KOS  H273  3H27  H  0  0  N  N  N  78.628  -24.820  57.467  -2.409   2.372    1.541  H273  KOS  47  
KOS  H12   H12   H  0  1  N  N  N  78.010  -25.873  60.409  -3.417   0.913    0.402  H12   KOS  48  
KOS  H131  1H13  H  0  0  N  N  N  80.544  -24.385  61.452  -1.994  -1.583   -0.599  H131  KOS  49  
KOS  H132  2H13  H  0  0  N  N  N  79.155  -24.805  62.407  -3.568  -0.947   -1.120  H132  KOS  50  
KOS  H14   H14   H  0  1  N  N  N  81.514  -26.550  61.578  -0.974   0.606   -1.481  H14   KOS  51  
KOS  H281  1H28  H  0  0  N  N  N  80.173  -28.592  62.175  -2.327   1.812   -3.163  H281  KOS  52  
KOS  H282  2H28  H  0  0  N  N  N  78.607  -27.588  62.205  -3.722   0.770   -2.795  H282  KOS  53  
KOS  H283  3H28  H  0  0  N  N  N  79.361  -27.765  60.720  -3.097   1.890   -1.560  H283  KOS  54  
KOS  H151  1H15  H  0  0  N  N  N  81.534  -27.312  64.003  -1.719  -1.811   -2.769  H151  KOS  55  
KOS  H152  2H15  H  0  0  N  N  N  81.816  -25.635  63.835  -2.098  -0.506   -3.912  H152  KOS  56  
KOS  H29   H29   H  0  1  N  N  N  79.446  -22.862  65.384  -1.416  -0.424   -5.503  H29   KOS  57  
KOS  H301  1H30  H  0  0  N  N  N  82.008  -24.115  64.758   0.594   0.824   -7.043  H301  KOS  58  
KOS  H302  2H30  H  0  0  N  N  N  81.678  -22.459  64.387   0.710  -0.934   -7.290  H302  KOS  59  
KOS  H311  1H31  H  0  0  N  N  N  82.139  -23.787  67.073  -1.676  -0.997   -7.960  H311  KOS  60  
KOS  H312  2H31  H  0  0  N  N  N  82.921  -22.382  66.370  -1.791   0.761   -7.713  H312  KOS  61  
KOS  H331  1H33  H  0  0  N  N  N  81.597  -21.094  69.496  -1.460   0.380  -11.264  H331  KOS  62  
KOS  H332  2H33  H  0  0  N  N  N  82.404  -22.722  69.175  -2.328  -0.729  -10.177  H332  KOS  63  
KOS  H333  3H33  H  0  0  N  N  N  83.092  -21.359  68.447  -2.444   1.029   -9.930  H333  KOS  64  
KOS  H341  1H34  H  0  0  N  N  N  79.576  -21.818  68.977   0.369   1.725  -10.357  H341  KOS  65  
KOS  H342  2H34  H  0  0  N  N  N  79.326  -22.773  67.442  -0.786   2.247   -9.109  H342  KOS  66  
KOS  H343  3H34  H  0  0  N  N  N  80.302  -23.464  68.667   0.784   1.558   -8.634  H343  KOS  67  
KOS  H19   H19   H  0  1  N  N  N  76.644  -25.977  67.327   3.874  -0.231   -3.902  H19   KOS  68  
KOS  HN1   HN1   H  0  1  N  N  N  77.343  -28.581  67.549   4.129  -0.821   -1.522  HN1   KOS  69  
KOS  H221  1H22  H  0  0  N  N  N  77.465  -30.933  62.575   4.897  -1.543    2.135  H221  KOS  70  
KOS  H222  2H22  H  0  0  N  N  N  78.543  -30.989  64.048   4.386  -2.328    0.621  H222  KOS  71  
KOS  H223  3H22  H  0  0  N  N  N  77.065  -31.849  64.104   5.412  -0.874    0.568  H223  KOS  72  
KOS  H3    H3    H  0  1  N  N  N  75.799  -27.931  64.359   1.901   0.551    2.098  H3    KOS  73  
KOS  H4    H4    H  0  1  N  N  N  76.729  -28.930  61.468   4.233  -0.916    3.652  H4    KOS  74  
KOS  H5    H5    H  0  1  N  N  N  75.283  -27.723  60.541   3.083  -0.206    5.595  H5    KOS  75  
KOS  H6    H6    H  0  1  N  N  N  74.322  -27.022  63.401   1.146   1.082    3.532  H6    KOS  76  
KOS  H231  1H23  H  0  0  N  N  N  71.411  -29.142  61.591   2.115   3.942    5.031  H231  KOS  77  
KOS  H232  2H23  H  0  0  N  N  N  73.128  -29.138  61.033   2.966   2.707    4.073  H232  KOS  78  
KOS  H233  3H23  H  0  0  N  N  N  72.806  -29.308  62.725   1.298   3.166    3.654  H233  KOS  79  
KOS  H7    H7    H  0  1  N  N  N  73.873  -25.434  60.794   0.407  -1.094    4.873  H7    KOS  80  
KOS  HN21  1HN2  H  0  0  N  N  N  70.885  -23.917  63.440  -0.652  -1.480    9.222  HN21  KOS  81  
KOS  HN22  2HN2  H  0  0  N  N  N  70.624  -22.787  62.031  -0.050   0.081    9.076  HN22  KOS  82  
KOS  H251  1H25  H  0  0  N  N  N  76.783  -23.728  63.714  -2.610   1.876    4.374  H251  KOS  83  
KOS  H252  2H25  H  0  0  N  N  N  75.018  -23.859  64.149  -1.856   1.730    5.980  H252  KOS  84  
KOS  H253  3H25  H  0  0  N  N  N  75.939  -25.303  64.074  -0.974   2.519    4.651  H253  KOS  85  
KOS  H9    H9    H  0  1  N  N  N  75.410  -24.408  60.211  -1.199  -1.345    3.409  H9    KOS  86  
KOS  H10   H10   H  0  1  N  N  N  77.863  -23.189  61.868  -3.065   1.009    2.805  H10   KOS  87  
KOS  H261  1H26  H  0  0  N  N  N  77.653  -21.219  60.406  -4.083  -0.011    4.846  H261  KOS  88  
KOS  H262  2H26  H  0  0  N  N  N  76.076  -21.845  59.606  -5.091  -0.271    3.402  H262  KOS  89  
KOS  H263  3H26  H  0  0  N  N  N  75.965  -21.411  61.201  -4.082  -1.594    4.033  H263  KOS  90  
KOS  H11   H11   H  0  1  N  N  N  77.717  -23.923  58.957  -2.409  -1.663    1.670  H11   KOS  91  
KOS  HO5   HO5   H  0  1  N  N  N  79.033  -22.011  59.695  -4.636  -1.829    2.184  HO5   KOS  92  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
KOS  C27  O6    SING  N  N   1  
KOS  C27  H271  SING  N  N   2  
KOS  C27  H272  SING  N  N   3  
KOS  C27  H273  SING  N  N   4  
KOS  O6   C12   SING  N  N   5  
KOS  C12  C13   SING  N  N   6  
KOS  C12  C11   SING  N  N   7  
KOS  C12  H12   SING  N  N   8  
KOS  C13  C14   SING  N  N   9  
KOS  C13  H131  SING  N  N  10  
KOS  C13  H132  SING  N  N  11  
KOS  C14  C28   SING  N  N  12  
KOS  C14  C15   SING  N  N  13  
KOS  C14  H14   SING  N  N  14  
KOS  C28  H281  SING  N  N  15  
KOS  C28  H282  SING  N  N  16  
KOS  C28  H283  SING  N  N  17  
KOS  C15  C16   SING  N  N  18  
KOS  C15  H151  SING  N  N  19  
KOS  C15  H152  SING  N  N  20  
KOS  C16  C17   DOUB  N  N  21  
KOS  C16  C21   SING  N  N  22  
KOS  C17  N29   SING  N  N  23  
KOS  C17  C18   SING  N  N  24  
KOS  N29  C30   SING  N  N  25  
KOS  N29  H29   SING  N  N  26  
KOS  C30  C31   SING  N  N  27  
KOS  C30  H301  SING  N  N  28  
KOS  C30  H302  SING  N  N  29  
KOS  C31  N32   SING  N  N  30  
KOS  C31  H311  SING  N  N  31  
KOS  C31  H312  SING  N  N  32  
KOS  N32  C33   SING  N  N  33  
KOS  N32  C34   SING  N  N  34  
KOS  C33  H331  SING  N  N  35  
KOS  C33  H332  SING  N  N  36  
KOS  C33  H333  SING  N  N  37  
KOS  C34  H341  SING  N  N  38  
KOS  C34  H342  SING  N  N  39  
KOS  C34  H343  SING  N  N  40  
KOS  C18  O8    DOUB  N  N  41  
KOS  C18  C19   SING  N  N  42  
KOS  C19  C20   DOUB  N  N  43  
KOS  C19  H19   SING  N  N  44  
KOS  C20  N1    SING  N  N  45  
KOS  C20  C21   SING  N  N  46  
KOS  N1   C1    SING  N  N  47  
KOS  N1   HN1   SING  N  N  48  
KOS  C1   O1    DOUB  N  N  49  
KOS  C1   C2    SING  N  N  50  
KOS  C2   C22   SING  N  N  51  
KOS  C2   C3    DOUB  N  E  52  
KOS  C22  H221  SING  N  N  53  
KOS  C22  H222  SING  N  N  54  
KOS  C22  H223  SING  N  N  55  
KOS  C3   C4    SING  N  N  56  
KOS  C3   H3    SING  N  N  57  
KOS  C4   C5    DOUB  N  Z  58  
KOS  C4   H4    SING  N  N  59  
KOS  C5   C6    SING  N  N  60  
KOS  C5   H5    SING  N  N  61  
KOS  C6   O2    SING  N  N  62  
KOS  C6   C7    SING  N  N  63  
KOS  C6   H6    SING  N  N  64  
KOS  O2   C23   SING  N  N  65  
KOS  C23  H231  SING  N  N  66  
KOS  C23  H232  SING  N  N  67  
KOS  C23  H233  SING  N  N  68  
KOS  C7   O3    SING  N  N  69  
KOS  C7   C8    SING  N  N  70  
KOS  C7   H7    SING  N  N  71  
KOS  O3   C24   SING  N  N  72  
KOS  C24  N2    SING  N  N  73  
KOS  C24  O4    DOUB  N  N  74  
KOS  N2   HN21  SING  N  N  75  
KOS  N2   HN22  SING  N  N  76  
KOS  C8   C25   SING  N  N  77  
KOS  C8   C9    DOUB  N  E  78  
KOS  C25  H251  SING  N  N  79  
KOS  C25  H252  SING  N  N  80  
KOS  C25  H253  SING  N  N  81  
KOS  C9   C10   SING  N  N  82  
KOS  C9   H9    SING  N  N  83  
KOS  C10  C26   SING  N  N  84  
KOS  C10  C11   SING  N  N  85  
KOS  C10  H10   SING  N  N  86  
KOS  C26  H261  SING  N  N  87  
KOS  C26  H262  SING  N  N  88  
KOS  C26  H263  SING  N  N  89  
KOS  C11  O5    SING  N  N  90  
KOS  C11  H11   SING  N  N  91  
KOS  O5   HO5   SING  N  N  92  
KOS  C21  O9    DOUB  N  N  93  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
KOS  SMILES            ACDLabs               10.04  "O=C1C(NCCN(C)C)=C2C(=O)C(=C1)NC(=O)C(=CC=CC(OC)C(OC(=O)N)C(=CC(C)C(O)C(OC)CC(C)C2)C)C"  
KOS  SMILES_CANONICAL  CACTVS                3.341  "CO[C@H]1C[C@H](C)CC2=C(NCCN(C)C)C(=O)C=C(NC(=O)\C(=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(=C\[C@H](C)[C@H]1O)C)C)C2=O"  
KOS  SMILES            CACTVS                3.341  "CO[CH]1C[CH](C)CC2=C(NCCN(C)C)C(=O)C=C(NC(=O)C(=CC=C[CH](OC)[CH](OC(N)=O)C(=C[CH](C)[CH]1O)C)C)C2=O"  
KOS  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@H]1C[C@@H]([C@@H]([C@H](\C=C(\[C@@H]([C@H](\C=C/C=C(/C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)\C)OC)OC(=O)N)/C)C)O)OC"  
KOS  SMILES            "OpenEye OEToolkits"  1.5.0  "CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)C)OC)OC(=O)N)C)C)O)OC"  
KOS  InChI             InChI                 1.03   "InChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1"  
KOS  InChIKey          InChI                 1.03   KUFRQPKVAWMTJO-LMZWQJSESA-N  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
KOS  "SYSTEMATIC NAME"  ACDLabs               10.04  "(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-{[2-(dimethylamino)ethyl]amino}-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate"  
KOS  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-21-(2-dimethylaminoethylamino)-6-hydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KOS  "Create component"   2003-03-20  RCSB  
KOS  "Modify descriptor"  2011-06-04  RCSB  
KOS  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     KOS
_pdbx_chem_comp_synonyms.name        17-DMAG
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
