data_MXP
# 
_chem_comp.id                                    MXP 
_chem_comp.name                                  "Myxopyronin B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C23 H31 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "methyl [(1E)-5-{3-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-2-oxo-2H-pyran-6-yl}pent-1-en-1-yl]carbamate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-16 
_chem_comp.pdbx_modified_date                    2008-10-24 
_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                        417.495 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MXP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3EQL 
_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 
MXP O1   O1   O 0 1 N N N -11.715 57.237 2.841  0.797   -0.022 -0.789 O1   MXP 1  
MXP C1   C1   C 0 1 N N N -9.346  57.716 2.535  0.809   2.320  -0.625 C1   MXP 2  
MXP N1   N1   N 0 1 N N N -7.306  53.701 7.988  8.163   -0.329 0.549  N1   MXP 3  
MXP C2   C2   C 0 1 N N N -9.625  59.097 2.560  -0.452  2.305  -0.001 C2   MXP 4  
MXP C3   C3   C 0 1 N N N -10.986 59.582 2.687  -1.077  1.067  0.219  C3   MXP 5  
MXP O2   O2   O 0 1 N N N -8.578  59.997 2.423  -1.048  3.457  0.379  O2   MXP 6  
MXP C4   C4   C 0 1 N N N -12.013 58.608 2.814  -0.408  -0.110 -0.199 C4   MXP 7  
MXP C5   C5   C 0 1 N N N -10.374 56.768 2.686  1.390   1.161  -0.998 C5   MXP 8  
MXP C6   C6   C 0 1 N N N -11.158 61.164 2.671  -2.393  0.994  0.867  C6   MXP 9  
MXP C7   C7   C 0 1 N N N -11.849 61.595 3.967  -3.557  0.534  0.109  C7   MXP 10 
MXP O3   O3   O 0 1 N N N -13.170 58.977 2.884  -0.923  -1.199 -0.023 O3   MXP 11 
MXP C8   C8   C 0 1 N N N -11.048 61.292 5.098  -4.784  0.550  0.678  C8   MXP 12 
MXP C9   C9   C 0 1 N N N -11.666 61.693 6.471  -5.947  0.090  -0.080 C9   MXP 13 
MXP C10  C10  C 0 1 N N N -11.067 61.154 7.619  -7.158  0.106  0.482  C10  MXP 14 
MXP C11  C11  C 0 1 N N N -11.550 61.472 9.006  -8.357  -0.368 -0.299 C11  MXP 15 
MXP C12  C12  C 0 1 N N N -11.311 62.861 9.582  -8.627  -1.839 0.026  C12  MXP 16 
MXP C13  C13  C 0 1 N N N -12.471 63.829 9.392  -9.844  -2.320 -0.767 C13  MXP 17 
MXP C14  C14  C 0 1 N N N -12.396 65.265 9.888  -10.115 -3.791 -0.442 C14  MXP 18 
MXP C15  C15  C 0 1 N N N -13.192 62.283 4.015  -3.388  0.041  -1.305 C15  MXP 19 
MXP C16  C16  C 0 1 N N N -9.887  60.175 7.526  -7.326  0.599  1.896  C16  MXP 20 
MXP C17  C17  C 0 1 N N N -10.110 55.251 2.667  2.741   1.197  -1.665 C17  MXP 21 
MXP C18  C18  C 0 1 N N N -8.915  54.910 3.574  3.834   0.991  -0.614 C18  MXP 22 
MXP C19  C19  C 0 1 N N N -9.300  54.610 5.025  5.206   1.028  -1.291 C19  MXP 23 
MXP C20  C20  C 0 1 N N N -8.046  54.297 5.813  6.283   0.825  -0.256 C20  MXP 24 
MXP C21  C21  C 0 1 N N N -8.301  54.008 7.134  7.168   -0.141 -0.407 C21  MXP 25 
MXP C22  C22  C 0 1 N N N -7.486  53.401 9.284  9.068   -1.315 0.395  C22  MXP 26 
MXP C23  C23  C 0 1 N N N -6.400  52.784 11.255 10.971  -2.579 1.088  C23  MXP 27 
MXP O4   O4   O 0 1 N N N -10.751 61.698 1.653  -2.515  1.317  2.036  O4   MXP 28 
MXP O5   O5   O 0 1 N N N -6.411  53.131 9.922  10.030  -1.497 1.319  O5   MXP 29 
MXP O6   O6   O 0 1 N N N -8.672  53.404 9.794  9.017   -2.041 -0.578 O6   MXP 30 
MXP H1   H1   H 0 1 N N N -8.329  57.381 2.398  1.312   3.258  -0.806 H1   MXP 31 
MXP HN1  HN1  H 0 1 N N N -6.371  53.696 7.633  8.205   0.250  1.326  HN1  MXP 32 
MXP HO2  HO2  H 0 1 N N N -8.455  60.203 1.504  -0.532  4.251  0.182  HO2  MXP 33 
MXP H8   H8   H 0 1 N N N -10.081 60.818 5.014  -4.904  0.903  1.692  H8   MXP 34 
MXP H9   H9   H 0 1 N N N -12.516 62.356 6.536  -5.827  -0.263 -1.093 H9   MXP 35 
MXP H11  H11  H 0 1 N N N -12.640 61.327 8.993  -9.227  0.230  -0.027 H11  MXP 36 
MXP H11A H11A H 0 0 N N N -10.954 60.811 9.652  -8.161  -0.261 -1.366 H11A MXP 37 
MXP H12  H12  H 0 1 N N N -11.136 62.753 10.663 -7.757  -2.437 -0.246 H12  MXP 38 
MXP H12A H12A H 0 0 N N N -10.453 63.285 9.040  -8.823  -1.946 1.092  H12A MXP 39 
MXP H13  H13  H 0 1 N N N -12.625 63.898 8.305  -10.714 -1.722 -0.495 H13  MXP 40 
MXP H13A H13A H 0 0 N N N -13.259 63.393 10.023 -9.649  -2.213 -1.834 H13A MXP 41 
MXP H14  H14  H 0 1 N N N -12.378 65.273 10.988 -9.245  -4.389 -0.714 H14  MXP 42 
MXP H14A H14A H 0 0 N N N -11.481 65.738 9.503  -10.310 -3.898 0.624  H14A MXP 43 
MXP H14B H14B H 0 0 N N N -13.275 65.822 9.532  -10.982 -4.134 -1.007 H14B MXP 44 
MXP H15  H15  H 0 1 N N N -13.482 62.450 5.063  -3.293  -1.044 -1.303 H15  MXP 45 
MXP H15A H15A H 0 0 N N N -13.127 63.250 3.494  -4.259  0.328  -1.896 H15A MXP 46 
MXP H15B H15B H 0 0 N N N -13.946 61.650 3.523  -2.492  0.484  -1.740 H15B MXP 47 
MXP H16  H16  H 0 1 N N N -9.686  59.941 6.470  -7.516  1.672  1.887  H16  MXP 48 
MXP H16A H16A H 0 0 N N N -8.994  60.634 7.976  -8.167  0.085  2.362  H16A MXP 49 
MXP H16B H16B H 0 0 N N N -10.136 59.249 8.066  -6.417  0.396  2.462  H16B MXP 50 
MXP H17  H17  H 0 1 N N N -11.004 54.723 3.031  2.800   0.405  -2.410 H17  MXP 51 
MXP H17A H17A H 0 0 N N N -9.881  54.938 1.637  2.881   2.163  -2.149 H17A MXP 52 
MXP H18  H18  H 0 1 N N N -8.420  54.018 3.163  3.776   1.784  0.132  H18  MXP 53 
MXP H18A H18A H 0 0 N N N -8.263  55.796 3.592  3.694   0.025  -0.129 H18A MXP 54 
MXP H19  H19  H 0 1 N N N -9.802  55.485 5.462  5.265   0.235  -2.037 H19  MXP 55 
MXP H19A H19A H 0 0 N N N -9.984  53.749 5.057  5.346   1.994  -1.776 H19A MXP 56 
MXP H20  H20  H 0 1 N N N -7.055  54.300 5.383  6.329   1.469  0.609  H20  MXP 57 
MXP H21  H21  H 0 1 N N N -9.319  54.028 7.493  7.122   -0.786 -1.272 H21  MXP 58 
MXP H23  H23  H 0 1 N N N -6.397  51.688 11.349 10.432  -3.525 1.037  H23  MXP 59 
MXP H23A H23A H 0 0 N N N -5.499  53.195 11.733 11.496  -2.409 0.148  H23A MXP 60 
MXP H23B H23B H 0 0 N N N -7.295  53.192 11.747 11.691  -2.615 1.906  H23B MXP 61 
# 
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 
MXP O1  C4   SING N N 1  
MXP O1  C5   SING N N 2  
MXP C1  C2   SING N N 3  
MXP C1  C5   DOUB N N 4  
MXP N1  C21  SING N N 5  
MXP N1  C22  SING N N 6  
MXP C2  C3   DOUB N N 7  
MXP C2  O2   SING N N 8  
MXP C3  C4   SING N N 9  
MXP C3  C6   SING N N 10 
MXP C4  O3   DOUB N N 11 
MXP C5  C17  SING N N 12 
MXP C6  C7   SING N N 13 
MXP C6  O4   DOUB N N 14 
MXP C7  C8   DOUB N N 15 
MXP C7  C15  SING N N 16 
MXP C8  C9   SING N N 17 
MXP C9  C10  DOUB N E 18 
MXP C10 C11  SING N N 19 
MXP C10 C16  SING N N 20 
MXP C11 C12  SING N N 21 
MXP C12 C13  SING N E 22 
MXP C13 C14  SING N N 23 
MXP C17 C18  SING N N 24 
MXP C18 C19  SING N N 25 
MXP C19 C20  SING N N 26 
MXP C20 C21  DOUB N N 27 
MXP C22 O5   SING N N 28 
MXP C22 O6   DOUB N N 29 
MXP C23 O5   SING N N 30 
MXP C1  H1   SING N N 31 
MXP N1  HN1  SING N N 32 
MXP O2  HO2  SING N N 33 
MXP C8  H8   SING N N 34 
MXP C9  H9   SING N N 35 
MXP C11 H11  SING N N 36 
MXP C11 H11A SING N N 37 
MXP C12 H12  SING N N 38 
MXP C12 H12A SING N N 39 
MXP C13 H13  SING N N 40 
MXP C13 H13A SING N N 41 
MXP C14 H14  SING N N 42 
MXP C14 H14A SING N N 43 
MXP C14 H14B SING N N 44 
MXP C15 H15  SING N N 45 
MXP C15 H15A SING N N 46 
MXP C15 H15B SING N N 47 
MXP C16 H16  SING N N 48 
MXP C16 H16A SING N N 49 
MXP C16 H16B SING N N 50 
MXP C17 H17  SING N N 51 
MXP C17 H17A SING N N 52 
MXP C18 H18  SING N E 53 
MXP C18 H18A SING N N 54 
MXP C19 H19  SING N N 55 
MXP C19 H19A SING N N 56 
MXP C20 H20  SING N N 57 
MXP C21 H21  SING N N 58 
MXP C23 H23  SING N N 59 
MXP C23 H23A SING N N 60 
MXP C23 H23B SING N N 61 
# 
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 
MXP SMILES           ACDLabs              10.04 O=C(C1=C(O)C=C(OC1=O)CCC\C=C\NC(=O)OC)\C(=C\C=C(/C)CCCC)C                                                                                                                   
MXP InChI            InChI                1.02b InChI=1/C23H31NO6/c1-5-6-10-16(2)12-13-17(3)21(26)20-19(25)15-18(30-22(20)27)11-8-7-9-14-24-23(28)29-4/h9,12-15,25H,5-8,10-11H2,1-4H3,(H,24,28)/b14-9+,16-12+,17-13+/f/h24H 
MXP InChIKey         InChI                1.02b QBIHIGNYQFSBGW-PKYNDIDLDQ                                                                                                                                                   
MXP SMILES_CANONICAL CACTVS               3.341 CCCC/C(C)=C/C=C(C)/C(=O)C1=C(O)C=C(CCC\C=C\NC(=O)OC)OC1=O                                                                                                                   
MXP SMILES           CACTVS               3.341 CCCCC(C)=CC=C(C)C(=O)C1=C(O)C=C(CCCC=CNC(=O)OC)OC1=O                                                                                                                        
MXP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC/C(=C/C=C(\C)/C(=O)C1=C(C=C(OC1=O)CCC\C=C\NC(=O)OC)O)/C                                                                                                                 
MXP SMILES           "OpenEye OEToolkits" 1.5.0 CCCCC(=CC=C(C)C(=O)C1=C(C=C(OC1=O)CCCC=CNC(=O)OC)O)C                                                                                                                        
# 
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 
MXP "SYSTEMATIC NAME" ACDLabs              10.04 "methyl [(1E)-5-{3-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-2-oxo-2H-pyran-6-yl}pent-1-en-1-yl]carbamate" 
MXP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-[(E)-5-[5-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-6-oxo-pyran-2-yl]pent-1-enyl]carbamate"      
# 
