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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h35H,33H2
;
KOS InChIKey         InChI                1.02b KUFRQPKVAWMTJO-PPNPJMLEDM 
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 
# 
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"   
# 
