data_MLK
# 
_chem_comp.id                                    MLK 
_chem_comp.name                                  METHYLLYCACONITINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C37 H50 N2 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-03 
_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                        682.800 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MLK 
_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        2BYR 
_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 
MLK O8   O8   O 0 1 N N N 1.584  -0.663 -13.710 6.085  -1.593 2.171  O8   MLK 1  
MLK C8   C8   C 0 1 N N N 0.737  -1.404 -13.206 6.318  -1.782 0.997  C8   MLK 2  
MLK C9   C9   C 0 1 N N N -0.640 -0.930 -12.793 6.571  -3.131 0.360  C9   MLK 3  
MLK C10  C10  C 0 1 N N S -1.267 -2.155 -12.155 6.806  -2.791 -1.126 C10  MLK 4  
MLK C12  C12  C 0 1 N N N -1.559 -1.962 -10.673 8.211  -3.213 -1.560 C12  MLK 5  
MLK C11  C11  C 0 1 N N N -0.242 -3.226 -12.379 6.655  -1.286 -1.174 C11  MLK 6  
MLK O11  O11  O 0 1 N N N -0.414 -4.385 -12.029 6.763  -0.601 -2.168 O11  MLK 7  
MLK N7   N7   N 0 1 N N N 0.857  -2.713 -12.931 6.391  -0.831 0.057  N7   MLK 8  
MLK C6   C6   C 0 1 Y N N 1.859  -3.533 -13.465 6.202  0.524  0.338  C6   MLK 9  
MLK C5   C5   C 0 1 Y N N 1.609  -4.379 -14.543 7.282  1.320  0.690  C5   MLK 10 
MLK C4   C4   C 0 1 Y N N 2.623  -5.189 -15.059 7.093  2.660  0.967  C4   MLK 11 
MLK C3   C3   C 0 1 Y N N 3.906  -5.173 -14.504 5.828  3.220  0.889  C3   MLK 12 
MLK C2   C2   C 0 1 Y N N 4.203  -4.340 -13.416 4.745  2.446  0.535  C2   MLK 13 
MLK C1   C1   C 0 1 Y N N 3.214  -3.515 -12.872 4.921  1.089  0.252  C1   MLK 14 
MLK C13  C13  C 0 1 N N N 3.518  -2.616 -11.718 3.766  0.255  -0.127 C13  MLK 15 
MLK O13  O13  O 0 1 N N N 2.642  -2.151 -11.011 3.923  -0.925 -0.372 O13  MLK 16 
MLK O14  O14  O 0 1 N N N 4.898  -2.290 -11.448 2.536  0.800  -0.202 O14  MLK 17 
MLK C15  C15  C 0 1 N N N 5.261  -1.397 -10.412 1.399  -0.021 -0.576 C15  MLK 18 
MLK C16  C16  C 0 1 N N S 6.759  -1.162 -10.516 0.131  0.837  -0.586 C16  MLK 19 
MLK C21  C21  C 0 1 N N N 7.408  -2.549 -10.359 0.317  1.944  -1.615 C21  MLK 20 
MLK C20  C20  C 0 1 N N N 8.299  -2.886 -11.533 -0.858 2.914  -1.504 C20  MLK 21 
MLK C19  C19  C 0 1 N N S 9.314  -1.762 -11.775 -2.155 2.169  -1.749 C19  MLK 22 
MLK O19  O19  O 0 1 N N N 10.252 -1.675 -10.708 -3.241 3.051  -1.439 O19  MLK 23 
MLK C22  C22  C 0 1 N N N 11.109 -2.800 -10.538 -3.563 3.748  -2.645 C22  MLK 24 
MLK C18  C18  C 0 1 N N S 8.633  -0.393 -12.005 -2.330 0.885  -0.978 C18  MLK 25 
MLK C17  C17  C 0 1 N N R 7.111  -0.472 -11.849 -1.094 -0.037 -0.940 C17  MLK 26 
MLK C26  C26  C 0 1 N N S 8.859  0.714  -10.978 -2.529 1.158  0.539  C26  MLK 27 
MLK N23  N23  N 0 1 N N N 8.631  0.201  -9.592  -1.428 2.000  0.964  N23  MLK 28 
MLK C24  C24  C 0 1 N N N 8.999  1.182  -8.541  -1.622 2.437  2.338  C24  MLK 29 
MLK C25  C25  C 0 1 N N N 10.503 1.330  -8.399  -0.865 3.747  2.568  C25  MLK 30 
MLK C23  C23  C 0 1 N N N 7.250  -0.282 -9.359  -0.110 1.429  0.805  C23  MLK 31 
MLK C30  C30  C 0 1 N N R 9.129  0.109  -13.388 -3.529 0.133  -1.527 C30  MLK 32 
MLK C33  C33  C 0 1 N N N 10.663 0.238  -13.467 -4.862 0.867  -1.339 C33  MLK 33 
MLK C34  C34  C 0 1 N N R 10.954 1.653  -13.954 -5.922 -0.237 -1.059 C34  MLK 34 
MLK C35  C35  C 0 1 N N S 11.050 2.648  -12.803 -6.204 -0.182 0.452  C35  MLK 35 
MLK O35  O35  O 0 1 N N N 11.967 3.705  -13.106 -7.099 -1.218 0.862  O35  MLK 36 
MLK C37  C37  C 0 1 N N N 13.348 3.348  -12.913 -7.828 -0.715 1.983  C37  MLK 37 
MLK C36  C36  C 0 1 N N N 9.704  3.283  -12.411 -4.916 -0.228 1.246  C36  MLK 38 
MLK C31  C31  C 0 1 N N R 8.648  1.479  -13.888 -3.748 -1.218 -0.825 C31  MLK 39 
MLK C38  C38  C 0 1 N N S 9.762  1.927  -14.830 -5.183 -1.575 -1.306 C38  MLK 40 
MLK O38  O38  O 0 1 N N N 9.724  3.282  -15.295 -5.727 -2.669 -0.581 O38  MLK 41 
MLK C39  C39  C 0 1 N N N 8.674  3.493  -16.241 -6.619 -3.349 -1.466 C39  MLK 42 
MLK C32  C32  C 0 1 N N R 8.430  2.478  -12.740 -3.755 -1.035 0.685  C32  MLK 43 
MLK O32  O32  O 0 1 N N N 7.441  3.412  -13.130 -3.755 -2.337 1.322  O32  MLK 44 
MLK C27  C27  C 0 1 N N S 7.875  1.780  -11.496 -2.465 -0.281 1.101  C27  MLK 45 
MLK O27  O27  O 0 1 N N N 7.551  2.807  -10.552 -2.271 -0.337 2.523  O27  MLK 46 
MLK C28  C28  C 0 1 N N S 6.624  0.973  -11.833 -1.269 -0.900 0.344  C28  MLK 47 
MLK O28  O28  O 0 1 N N N 6.039  1.340  -13.072 -1.455 -2.277 0.047  O28  MLK 48 
MLK C29  C29  C 0 1 N N N 4.695  0.899  -13.212 -0.898 -3.013 1.137  C29  MLK 49 
MLK H9C1 1H9C H 0 0 N N N -1.240 -0.484 -13.620 7.456  -3.599 0.791  H9C1 MLK 50 
MLK H9C2 2H9C H 0 0 N N N -0.639 -0.023 -12.144 5.701  -3.778 0.472  H9C2 MLK 51 
MLK H10  H10  H 0 1 N N N -2.208 -2.418 -12.692 6.053  -3.269 -1.753 H10  MLK 52 
MLK H121 1H12 H 0 0 N N N -2.020 -2.862 -10.204 8.326  -4.288 -1.421 H121 MLK 53 
MLK H122 2H12 H 0 0 N N N -2.188 -1.057 -10.504 8.357  -2.965 -2.611 H122 MLK 54 
MLK H123 3H12 H 0 0 N N N -0.641 -1.650 -10.122 8.951  -2.688 -0.956 H123 MLK 55 
MLK H5   H5   H 0 1 N N N 0.602  -4.409 -14.993 8.271  0.891  0.752  H5   MLK 56 
MLK H4   H4   H 0 1 N N N 2.409  -5.850 -15.916 7.936  3.274  1.245  H4   MLK 57 
MLK H3   H3   H 0 1 N N N 4.692  -5.822 -14.926 5.691  4.269  1.107  H3   MLK 58 
MLK H2   H2   H 0 1 N N N 5.220  -4.335 -12.988 3.761  2.888  0.475  H2   MLK 59 
MLK H151 1H15 H 0 0 N N N 4.945  -1.750 -9.403  1.284  -0.832 0.144  H151 MLK 60 
MLK H152 2H15 H 0 0 N N N 4.670  -0.451 -10.426 1.563  -0.439 -1.569 H152 MLK 61 
MLK H211 1H21 H 0 0 N N N 6.641  -3.340 -10.191 1.252  2.468  -1.419 H211 MLK 62 
MLK H212 2H21 H 0 0 N N N 7.959  -2.633 -9.393  0.343  1.508  -2.613 H212 MLK 63 
MLK H201 1H20 H 0 0 N N N 7.708  -3.116 -12.450 -0.867 3.385  -0.523 H201 MLK 64 
MLK H202 2H20 H 0 0 N N N 8.798  -3.875 -11.405 -0.744 3.698  -2.262 H202 MLK 65 
MLK H19  H19  H 0 1 N N N 9.881  -2.015 -12.701 -2.218 1.931  -2.819 H19  MLK 66 
MLK H221 1H22 H 0 0 N N N 11.844 -2.732 -9.702  -4.389 4.435  -2.457 H221 MLK 67 
MLK H222 2H22 H 0 0 N N N 11.641 -3.018 -11.493 -2.693 4.309  -2.984 H222 MLK 68 
MLK H223 3H22 H 0 0 N N N 10.500 -3.728 -10.432 -3.854 3.031  -3.412 H223 MLK 69 
MLK H17  H17  H 0 1 N N N 6.660  -1.026 -12.705 -0.959 -0.622 -1.850 H17  MLK 70 
MLK H26  H26  H 0 1 N N N 9.903  1.096  -11.066 -3.480 1.652  0.720  H26  MLK 71 
MLK H241 1H24 H 0 0 N N N 8.524  0.925  -7.565  -1.243 1.675  3.019  H241 MLK 72 
MLK H242 2H24 H 0 0 N N N 8.511  2.168  -8.721  -2.684 2.594  2.523  H242 MLK 73 
MLK H251 1H25 H 0 0 N N N 10.780 2.067  -7.609  0.198  3.590  2.383  H251 MLK 74 
MLK H252 2H25 H 0 0 N N N 10.977 1.587  -9.375  -1.243 4.509  1.887  H252 MLK 75 
MLK H253 3H25 H 0 0 N N N 10.991 0.344  -8.219  -1.010 4.075  3.597  H253 MLK 76 
MLK H231 1H23 H 0 0 N N N 7.162  -0.809 -8.380  0.633  2.230  0.957  H231 MLK 77 
MLK H232 2H23 H 0 0 N N N 6.550  0.563  -9.164  0.080  0.683  1.573  H232 MLK 78 
MLK H30  H30  H 0 1 N N N 8.820  -0.648 -14.146 -3.375 -0.042 -2.595 H30  MLK 79 
MLK H331 1H33 H 0 0 N N N 11.141 -0.551 -14.093 -4.812 1.556  -0.500 H331 MLK 80 
MLK H332 2H33 H 0 0 N N N 11.177 -0.014 -12.510 -5.122 1.405  -2.252 H332 MLK 81 
MLK H34  H34  H 0 1 N N N 11.891 1.669  -14.559 -6.821 -0.119 -1.677 H34  MLK 82 
MLK H35  H35  H 0 1 N N N 11.441 2.102  -11.913 -6.709 0.783  0.673  H35  MLK 83 
MLK H371 1H37 H 0 0 N N N 14.062 4.171  -13.149 -8.528 -1.475 2.333  H371 MLK 84 
MLK H372 2H37 H 0 0 N N N 13.601 2.430  -13.493 -7.134 -0.464 2.785  H372 MLK 85 
MLK H373 3H37 H 0 0 N N N 13.515 2.968  -11.878 -8.380 0.177  1.687  H373 MLK 86 
MLK H361 1H36 H 0 0 N N N 9.628  4.301  -12.860 -4.603 0.787  1.486  H361 MLK 87 
MLK H362 2H36 H 0 0 N N N 9.714  3.537  -11.325 -5.165 -0.677 2.232  H362 MLK 88 
MLK H31  H31  H 0 1 N N N 7.700  1.356  -14.462 -3.044 -1.976 -1.177 H31  MLK 89 
MLK H38  H38  H 0 1 N N N 9.792  1.242  -15.709 -5.165 -1.808 -2.380 H38  MLK 90 
MLK H391 1H39 H 0 0 N N N 8.644  4.547  -16.603 -7.063 -4.201 -0.951 H391 MLK 91 
MLK H392 2H39 H 0 0 N N N 7.687  3.179  -15.827 -7.406 -2.666 -1.784 H392 MLK 92 
MLK H393 3H39 H 0 0 N N N 8.745  2.775  -17.091 -6.067 -3.700 -2.339 H393 MLK 93 
MLK H32  H32  H 0 1 N N N 7.786  3.845  -13.902 -4.604 -2.750 1.112  H32  MLK 94 
MLK H27  H27  H 0 1 N N N 6.944  3.464  -10.872 -2.211 -1.272 2.761  H27  MLK 95 
MLK H28  H28  H 0 1 N N N 5.873  1.100  -11.019 -0.386 -0.825 0.992  H28  MLK 96 
MLK H291 1H29 H 0 0 N N N 4.235  1.188  -14.186 0.162  -2.778 1.231  H291 MLK 97 
MLK H292 2H29 H 0 0 N N N 4.071  1.254  -12.359 -1.412 -2.743 2.059  H292 MLK 98 
MLK H293 3H29 H 0 0 N N N 4.620  -0.202 -13.050 -1.018 -4.081 0.954  H293 MLK 99 
# 
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 
MLK O8  C8   DOUB N N 1   
MLK C8  C9   SING N N 2   
MLK C8  N7   SING N N 3   
MLK C9  C10  SING N N 4   
MLK C9  H9C1 SING N N 5   
MLK C9  H9C2 SING N N 6   
MLK C10 C12  SING N N 7   
MLK C10 C11  SING N N 8   
MLK C10 H10  SING N N 9   
MLK C12 H121 SING N N 10  
MLK C12 H122 SING N N 11  
MLK C12 H123 SING N N 12  
MLK C11 O11  DOUB N N 13  
MLK C11 N7   SING N N 14  
MLK N7  C6   SING N N 15  
MLK C6  C5   DOUB Y N 16  
MLK C6  C1   SING Y N 17  
MLK C5  C4   SING Y N 18  
MLK C5  H5   SING N N 19  
MLK C4  C3   DOUB Y N 20  
MLK C4  H4   SING N N 21  
MLK C3  C2   SING Y N 22  
MLK C3  H3   SING N N 23  
MLK C2  C1   DOUB Y N 24  
MLK C2  H2   SING N N 25  
MLK C1  C13  SING N N 26  
MLK C13 O13  DOUB N N 27  
MLK C13 O14  SING N N 28  
MLK O14 C15  SING N N 29  
MLK C15 C16  SING N N 30  
MLK C15 H151 SING N N 31  
MLK C15 H152 SING N N 32  
MLK C16 C21  SING N N 33  
MLK C16 C17  SING N N 34  
MLK C16 C23  SING N N 35  
MLK C21 C20  SING N N 36  
MLK C21 H211 SING N N 37  
MLK C21 H212 SING N N 38  
MLK C20 C19  SING N N 39  
MLK C20 H201 SING N N 40  
MLK C20 H202 SING N N 41  
MLK C19 O19  SING N N 42  
MLK C19 C18  SING N N 43  
MLK C19 H19  SING N N 44  
MLK O19 C22  SING N N 45  
MLK C22 H221 SING N N 46  
MLK C22 H222 SING N N 47  
MLK C22 H223 SING N N 48  
MLK C18 C17  SING N N 49  
MLK C18 C26  SING N N 50  
MLK C18 C30  SING N N 51  
MLK C17 C28  SING N N 52  
MLK C17 H17  SING N N 53  
MLK C26 N23  SING N N 54  
MLK C26 C27  SING N N 55  
MLK C26 H26  SING N N 56  
MLK N23 C24  SING N N 57  
MLK N23 C23  SING N N 58  
MLK C24 C25  SING N N 59  
MLK C24 H241 SING N N 60  
MLK C24 H242 SING N N 61  
MLK C25 H251 SING N N 62  
MLK C25 H252 SING N N 63  
MLK C25 H253 SING N N 64  
MLK C23 H231 SING N N 65  
MLK C23 H232 SING N N 66  
MLK C30 C33  SING N N 67  
MLK C30 C31  SING N N 68  
MLK C30 H30  SING N N 69  
MLK C33 C34  SING N N 70  
MLK C33 H331 SING N N 71  
MLK C33 H332 SING N N 72  
MLK C34 C35  SING N N 73  
MLK C34 C38  SING N N 74  
MLK C34 H34  SING N N 75  
MLK C35 O35  SING N N 76  
MLK C35 C36  SING N N 77  
MLK C35 H35  SING N N 78  
MLK O35 C37  SING N N 79  
MLK C37 H371 SING N N 80  
MLK C37 H372 SING N N 81  
MLK C37 H373 SING N N 82  
MLK C36 C32  SING N N 83  
MLK C36 H361 SING N N 84  
MLK C36 H362 SING N N 85  
MLK C31 C38  SING N N 86  
MLK C31 C32  SING N N 87  
MLK C31 H31  SING N N 88  
MLK C38 O38  SING N N 89  
MLK C38 H38  SING N N 90  
MLK O38 C39  SING N N 91  
MLK C39 H391 SING N N 92  
MLK C39 H392 SING N N 93  
MLK C39 H393 SING N N 94  
MLK C32 O32  SING N N 95  
MLK C32 C27  SING N N 96  
MLK O32 H32  SING N N 97  
MLK C27 O27  SING N N 98  
MLK C27 C28  SING N N 99  
MLK O27 H27  SING N N 100 
MLK C28 O28  SING N N 101 
MLK C28 H28  SING N N 102 
MLK O28 C29  SING N N 103 
MLK C29 H291 SING N N 104 
MLK C29 H292 SING N N 105 
MLK C29 H293 SING N N 106 
# 
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 
MLK SMILES           ACDLabs              10.04 O=C1N(C(=O)C(C)C1)c2ccccc2C(=O)OCC43C5C6(C(OC)CC3)C(N(CC)C4)C(O)(C5OC)C8(O)CC(OC)C7CC6C8C7OC 
MLK InChI            InChI                1.02b 
;InChI=1/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36-,37+/m0/s1
;
MLK InChIKey         InChI                1.02b XLTANAWLDBYGFU-VTLKBQQIBM 
MLK SMILES_CANONICAL CACTVS               3.341 CCN1C[C@@]2(CC[C@H](OC)[C@@]34[C@@H]5C[C@@H]6[C@H](C[C@@](O)([C@H]5[C@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14)OC)COC(=O)c7ccccc7N8C(=O)C[C@H](C)C8=O 
MLK SMILES           CACTVS               3.341 CCN1C[C]2(CC[CH](OC)[C]34[CH]5C[CH]6[CH](C[C](O)([CH]5[CH]6OC)[C](O)([CH](OC)[CH]23)[CH]14)OC)COC(=O)c7ccccc7N8C(=O)C[CH](C)C8=O 
MLK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[N@]1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)OC)COC(=O)c7ccccc7N8C(=O)C[C@@H](C8=O)C 
MLK SMILES           "OpenEye OEToolkits" 1.5.0 CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)c7ccccc7N8C(=O)CC(C8=O)C 
# 
_pdbx_chem_comp_identifier.comp_id           MLK 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "[(1beta,5alpha,6alpha,8alpha,9alpha,13alpha,14beta,16alpha)-20-ethyl-7,8-dihydroxy-1,6,14,16-tetramethoxyaconitan-4-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate" 
# 
