data_TOY
# 
_chem_comp.id                                    TOY 
_chem_comp.name                                  TOBRAMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C18 H37 N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-AMINO-2-[4,6-DIAMINO-3-(3-AMINO-6-AMINOMETHYL-5-HYDROXY-TETRAHYDRO-PYRAN-2-YLOXY)-2-HYDROXY-CYCLOHEXYLOXY]-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-3,5-DIOL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-04-09 
_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                        467.514 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TOY 
_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        1LC4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TOY C11  C11  C 0 1 N N R 11.840 -7.108  5.575  -1.142 -0.196 -2.574 C11  TOY 1  
TOY O11  O11  O 0 1 N N N 13.055 -7.680  5.183  0.028  -0.989 -2.371 O11  TOY 2  
TOY C21  C21  C 0 1 N N R 10.692 -7.628  4.673  -2.181 -1.012 -3.346 C21  TOY 3  
TOY N21  N21  N 0 1 N N N 10.573 -9.108  4.690  -2.551 -2.200 -2.565 N21  TOY 4  
TOY C31  C31  C 0 1 N N N 10.848 -7.107  3.231  -1.580 -1.445 -4.688 C31  TOY 5  
TOY C41  C41  C 0 1 N N S 10.940 -5.573  3.252  -1.058 -0.200 -5.414 C41  TOY 6  
TOY O41  O41  O 0 1 N N N 11.078 -5.083  1.923  -0.362 -0.593 -6.598 O41  TOY 7  
TOY C51  C51  C 0 1 N N R 12.136 -5.142  4.130  -0.102 0.554  -4.486 C51  TOY 8  
TOY O51  O51  O 0 1 N N N 11.964 -5.655  5.484  -0.799 0.973  -3.315 O51  TOY 9  
TOY C61  C61  C 0 1 N N N 12.296 -3.629  4.239  0.451  1.780  -5.215 C61  TOY 10 
TOY N61  N61  N 0 1 N N N 12.888 -3.046  3.011  1.371  2.503  -4.326 N61  TOY 11 
TOY C12  C12  C 0 1 N N R 16.671 -8.899  7.111  2.642  -0.465 0.915  C12  TOY 12 
TOY N12  N12  N 0 1 N N N 17.844 -8.943  8.018  3.431  0.201  1.959  N12  TOY 13 
TOY C22  C22  C 0 1 N N N 16.702 -7.619  6.265  3.100  0.022  -0.460 C22  TOY 14 
TOY C32  C32  C 0 1 N N S 15.481 -7.595  5.314  2.277  -0.671 -1.547 C32  TOY 15 
TOY N32  N32  N 0 1 N N N 15.602 -6.428  4.401  2.717  -0.203 -2.868 N32  TOY 16 
TOY C42  C42  C 0 1 N N R 14.164 -7.620  6.118  0.796  -0.341 -1.356 C42  TOY 17 
TOY C52  C52  C 0 1 N N S 14.122 -8.865  7.052  0.338  -0.829 0.019  C52  TOY 18 
TOY O52  O52  O 0 1 N N N 12.973 -8.788  7.881  -1.045 -0.520 0.198  O52  TOY 19 
TOY C62  C62  C 0 1 N N S 15.384 -8.933  7.949  1.160  -0.134 1.107  C62  TOY 20 
TOY O62  O62  O 0 1 N N N 15.356 -10.153 8.726  0.732  -0.590 2.392  O62  TOY 21 
TOY C13  C13  C 0 1 N N S 15.424 -10.045 10.116 0.951  0.485  3.306  C13  TOY 22 
TOY C23  C23  C 0 1 N N R 15.972 -11.354 10.714 0.886  -0.043 4.740  C23  TOY 23 
TOY O23  O23  O 0 1 N N N 17.273 -11.609 10.210 1.910  -1.021 4.936  O23  TOY 24 
TOY C33  C33  C 0 1 N N S 15.035 -12.506 10.356 -0.484 -0.683 4.976  C33  TOY 25 
TOY N33  N33  N 0 1 N N N 15.568 -13.807 10.829 -0.621 -1.059 6.389  N33  TOY 26 
TOY C43  C43  C 0 1 N N S 13.653 -12.229 10.970 -1.569 0.334  4.607  C43  TOY 27 
TOY O43  O43  O 0 1 N N N 12.748 -13.280 10.641 -2.854 -0.286 4.677  O43  TOY 28 
TOY C53  C53  C 0 1 N N R 13.107 -10.869 10.470 -1.320 0.835  3.183  C53  TOY 29 
TOY O53  O53  O 0 1 N N N 14.090 -9.783  10.648 -0.050 1.482  3.114  O53  TOY 30 
TOY C63  C63  C 0 1 N N N 11.851 -10.453 11.213 -2.418 1.828  2.795  C63  TOY 31 
TOY O63  O63  O 0 1 N N N 12.112 -10.225 12.594 -2.245 2.221  1.432  O63  TOY 32 
TOY H11  H11  H 0 1 N N N 11.598 -7.392  6.626  -1.554 0.094  -1.608 H11  TOY 33 
TOY H21  H21  H 0 1 N N N 9.743  -7.226  5.099  -3.067 -0.402 -3.523 H21  TOY 34 
TOY HN21 1HN2 H 0 0 N N N 10.475 -9.456  5.644  -3.234 -2.704 -3.111 HN21 TOY 35 
TOY HN22 2HN2 H 0 0 N N N 9.817  -9.450  4.096  -1.729 -2.784 -2.518 HN22 TOY 36 
TOY H311 1H31 H 0 0 N N N 10.036 -7.472  2.560  -0.758 -2.139 -4.514 H311 TOY 37 
TOY H312 2H31 H 0 0 N N N 11.712 -7.575  2.704  -2.347 -1.926 -5.294 H312 TOY 38 
TOY H41  H41  H 0 1 N N N 10.008 -5.142  3.688  -1.895 0.444  -5.680 H41  TOY 39 
TOY H41O OH41 H 0 0 N N N 11.135 -4.135  1.936  -0.997 -1.071 -7.150 H41O TOY 40 
TOY H51  H51  H 0 1 N N N 13.043 -5.558  3.633  0.720  -0.101 -4.203 H51  TOY 41 
TOY H611 1H61 H 0 0 N N N 12.882 -3.348  5.145  -0.370 2.436  -5.499 H611 TOY 42 
TOY H612 2H61 H 0 0 N N N 11.329 -3.137  4.496  0.986  1.460  -6.109 H612 TOY 43 
TOY HN61 1HN6 H 0 0 N N N 12.352 -3.303  2.183  1.710  3.299  -4.846 HN61 TOY 44 
TOY HN62 2HN6 H 0 0 N N N 12.995 -2.034  3.084  0.814  2.867  -3.568 HN62 TOY 45 
TOY H12  H12  H 0 1 N N N 16.701 -9.780  6.429  2.785  -1.543 0.984  H12  TOY 46 
TOY HN11 1HN1 H 0 0 N N N 17.910 -8.105  8.597  4.396  -0.043 1.794  HN11 TOY 47 
TOY HN12 2HN1 H 0 0 N N N 17.823 -9.794  8.580  3.352  1.193  1.794  HN12 TOY 48 
TOY H221 1H22 H 0 0 N N N 17.665 -7.501  5.716  4.155  -0.212 -0.596 H221 TOY 49 
TOY H222 2H22 H 0 0 N N N 16.763 -6.700  6.894  2.956  1.101  -0.529 H222 TOY 50 
TOY H32  H32  H 0 1 N N N 15.461 -8.512  4.680  2.421  -1.750 -1.478 H32  TOY 51 
TOY HN1  1HN  H 0 1 N N N 16.488 -6.420  3.896  3.723  -0.277 -2.882 HN1  TOY 52 
TOY HN2  2HN  H 0 1 N N N 14.797 -6.412  3.774  2.368  -0.867 -3.542 HN2  TOY 53 
TOY H42  H42  H 0 1 N N N 14.094 -6.702  6.747  0.653  0.737  -1.425 H42  TOY 54 
TOY H52  H52  H 0 1 N N N 14.086 -9.780  6.416  0.481  -1.907 0.088  H52  TOY 55 
TOY H52O OH52 H 0 0 N N N 12.947 -9.548  8.451  -1.325 -0.955 1.015  H52O TOY 56 
TOY H62  H62  H 0 1 N N N 15.379 -8.043  8.621  1.017  0.943  1.037  H62  TOY 57 
TOY H13  H13  H 0 1 N N N 16.105 -9.205  10.389 1.934  0.921  3.124  H13  TOY 58 
TOY H23  H23  H 0 1 N N N 16.031 -11.259 11.823 1.029  0.779  5.440  H23  TOY 59 
TOY H23O OH23 H 0 0 N N N 17.611 -12.416 10.579 2.754  -0.577 4.778  H23O TOY 60 
TOY H33  H33  H 0 1 N N N 14.949 -12.573 9.246  -0.587 -1.570 4.350  H33  TOY 61 
TOY HN31 1HN3 H 0 0 N N N 15.769 -13.787 11.829 0.110  -1.726 6.584  HN31 TOY 62 
TOY HN32 2HN3 H 0 0 N N N 14.942 -14.576 10.590 -0.411 -0.233 6.930  HN32 TOY 63 
TOY H43  H43  H 0 1 N N N 13.756 -12.183 12.079 -1.532 1.174  5.301  H43  TOY 64 
TOY H43O OH43 H 0 0 N N N 11.894 -13.109 11.020 -3.504 0.386  4.432  H43O TOY 65 
TOY H53  H53  H 0 1 N N N 12.885 -11.022 9.388  -1.335 -0.008 2.494  H53  TOY 66 
TOY H631 1H63 H 0 0 N N N 11.029 -11.193 11.070 -3.393 1.356  2.916  H631 TOY 67 
TOY H632 2H63 H 0 0 N N N 11.371 -9.566  10.737 -2.357 2.707  3.437  H632 TOY 68 
TOY H63O OH63 H 0 0 N N N 11.326 -9.965  13.059 -2.905 2.903  1.252  H63O TOY 69 
# 
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 
TOY C11 O11  SING N N 1  
TOY C11 C21  SING N N 2  
TOY C11 O51  SING N N 3  
TOY C11 H11  SING N N 4  
TOY O11 C42  SING N N 5  
TOY C21 N21  SING N N 6  
TOY C21 C31  SING N N 7  
TOY C21 H21  SING N N 8  
TOY N21 HN21 SING N N 9  
TOY N21 HN22 SING N N 10 
TOY C31 C41  SING N N 11 
TOY C31 H311 SING N N 12 
TOY C31 H312 SING N N 13 
TOY C41 O41  SING N N 14 
TOY C41 C51  SING N N 15 
TOY C41 H41  SING N N 16 
TOY O41 H41O SING N N 17 
TOY C51 O51  SING N N 18 
TOY C51 C61  SING N N 19 
TOY C51 H51  SING N N 20 
TOY C61 N61  SING N N 21 
TOY C61 H611 SING N N 22 
TOY C61 H612 SING N N 23 
TOY N61 HN61 SING N N 24 
TOY N61 HN62 SING N N 25 
TOY C12 N12  SING N N 26 
TOY C12 C22  SING N N 27 
TOY C12 C62  SING N N 28 
TOY C12 H12  SING N N 29 
TOY N12 HN11 SING N N 30 
TOY N12 HN12 SING N N 31 
TOY C22 C32  SING N N 32 
TOY C22 H221 SING N N 33 
TOY C22 H222 SING N N 34 
TOY C32 N32  SING N N 35 
TOY C32 C42  SING N N 36 
TOY C32 H32  SING N N 37 
TOY N32 HN1  SING N N 38 
TOY N32 HN2  SING N N 39 
TOY C42 C52  SING N N 40 
TOY C42 H42  SING N N 41 
TOY C52 O52  SING N N 42 
TOY C52 C62  SING N N 43 
TOY C52 H52  SING N N 44 
TOY O52 H52O SING N N 45 
TOY C62 O62  SING N N 46 
TOY C62 H62  SING N N 47 
TOY O62 C13  SING N N 48 
TOY C13 C23  SING N N 49 
TOY C13 O53  SING N N 50 
TOY C13 H13  SING N N 51 
TOY C23 O23  SING N N 52 
TOY C23 C33  SING N N 53 
TOY C23 H23  SING N N 54 
TOY O23 H23O SING N N 55 
TOY C33 N33  SING N N 56 
TOY C33 C43  SING N N 57 
TOY C33 H33  SING N N 58 
TOY N33 HN31 SING N N 59 
TOY N33 HN32 SING N N 60 
TOY C43 O43  SING N N 61 
TOY C43 C53  SING N N 62 
TOY C43 H43  SING N N 63 
TOY O43 H43O SING N N 64 
TOY C53 O53  SING N N 65 
TOY C53 C63  SING N N 66 
TOY C53 H53  SING N N 67 
TOY C63 O63  SING N N 68 
TOY C63 H631 SING N N 69 
TOY C63 H632 SING N N 70 
TOY O63 H63O SING N N 71 
# 
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 
TOY SMILES           ACDLabs              10.04 O(C2C(O)C(OC1OC(CN)C(O)CC1N)C(N)CC2N)C3OC(C(O)C(N)C3O)CO                                                                                                                                              
TOY InChI            InChI                1.02b InChI=1/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1 
TOY InChIKey         InChI                1.02b NLVFBUXFDBBNBW-PBSUHMDJBB                                                                                                                                                                             
TOY SMILES_CANONICAL CACTVS               3.341 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O                                                                                   
TOY SMILES           CACTVS               3.341 NC[CH]1O[CH](O[CH]2[CH](N)C[CH](N)[CH](O[CH]3O[CH](CO)[CH](O)[CH](N)[CH]3O)[CH]2O)[CH](N)C[CH]1O                                                                                                      
TOY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H](C[C@@H]([C@H](O3)CN)O)N)N                                                                         
TOY SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)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 
TOY "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl)oxy]-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside"                          
TOY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxy-oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol 
# 
