data_MX1
# 
_chem_comp.id                                    MX1 
_chem_comp.name                                  "(2R)-2-((R)-CARBOXY{[CARBOXY(4-HYDROXYPHENYL)ACETYL]AMINO}METHOXYMETHYL)-5-METHYLENE-5,6-DIHYDRO-2H-1,3-OXAZINE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 N2 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MOXALACTAM (HYDROLYZED)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-06 
_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                        422.343 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MX1 
_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        2AIO 
_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 
MX1 O4  O4  O 0 1 N N N 33.297 -5.754 29.995 -3.064 2.922  1.374  O4  MX1 1  
MX1 C7  C7  C 0 1 N N N 33.272 -5.707 31.244 -3.652 2.512  0.234  C7  MX1 2  
MX1 O3  O3  O 0 1 N N N 34.201 -6.170 31.953 -4.563 3.154  -0.244 O3  MX1 3  
MX1 C4  C4  C 0 1 N N N 32.117 -5.122 31.919 -3.183 1.271  -0.439 C4  MX1 4  
MX1 N1  N1  N 0 1 N N N 32.164 -5.044 33.176 -2.209 0.567  0.055  N1  MX1 5  
MX1 C5  C5  C 0 1 N N N 30.905 -4.663 31.226 -3.814 0.798  -1.696 C5  MX1 6  
MX1 C8  C8  C 0 1 N N N 30.682 -4.977 29.967 -4.912 1.363  -2.188 C8  MX1 7  
MX1 C6  C6  C 0 1 N N N 29.890 -3.842 31.978 -3.132 -0.367 -2.389 C6  MX1 8  
MX1 O2  O2  O 0 1 N N N 29.839 -4.353 33.312 -2.727 -1.285 -1.366 O2  MX1 9  
MX1 C3  C3  C 0 1 N N R 31.126 -4.397 33.982 -1.722 -0.646 -0.589 C3  MX1 10 
MX1 C2  C2  C 0 1 N N R 31.633 -3.044 34.516 -1.235 -1.618 0.488  C2  MX1 11 
MX1 C1  C1  C 0 1 N N N 32.649 -2.372 33.598 -0.788 -2.903 -0.160 C1  MX1 12 
MX1 O32 O32 O 0 1 N N N 33.874 -2.573 33.738 0.273  -2.907 -0.982 O32 MX1 13 
MX1 O31 O31 O 0 1 N N N 32.226 -1.604 32.714 -1.385 -3.931 0.061  O31 MX1 14 
MX1 O5  O5  O 0 1 N N N 32.289 -3.389 35.747 -2.301 -1.890 1.401  O5  MX1 15 
MX1 C9  C9  C 0 1 N N N 32.841 -2.374 36.631 -1.748 -2.675 2.459  C9  MX1 16 
MX1 N2  N2  N 0 1 N N N 30.544 -2.087 34.737 -0.112 -1.021 1.214  N2  MX1 17 
MX1 C10 C10 C 0 1 N N N 29.487 -2.282 35.541 1.012  -0.678 0.553  C10 MX1 18 
MX1 O6  O6  O 0 1 N N N 29.321 -3.312 36.198 1.093  -0.865 -0.643 O6  MX1 19 
MX1 C11 C11 C 0 1 N N R 28.477 -1.154 35.648 2.168  -0.063 1.299  C11 MX1 20 
MX1 C12 C12 C 0 1 N N N 28.257 -0.323 34.404 1.721  1.222  1.947  C12 MX1 21 
MX1 O8  O8  O 0 1 N N N 29.202 -0.039 33.633 2.589  1.946  2.670  O8  MX1 22 
MX1 O7  O7  O 0 1 N N N 27.099 0.094  34.214 0.580  1.599  1.816  O7  MX1 23 
MX1 C13 C13 C 0 1 Y N N 28.820 -0.208 36.757 3.291  0.224  0.337  C13 MX1 24 
MX1 C14 C14 C 0 1 Y N N 29.978 0.584  36.708 3.084  1.077  -0.731 C14 MX1 25 
MX1 C18 C18 C 0 1 Y N N 27.963 -0.084 37.860 4.526  -0.371 0.520  C18 MX1 26 
MX1 C17 C17 C 0 1 Y N N 28.263 0.797  38.904 5.558  -0.110 -0.361 C17 MX1 27 
MX1 C16 C16 C 0 1 Y N N 29.425 1.568  38.844 5.354  0.751  -1.430 C16 MX1 28 
MX1 O9  O9  O 0 1 N N N 29.738 2.438  39.847 6.368  1.010  -2.297 O9  MX1 29 
MX1 C15 C15 C 0 1 Y N N 30.286 1.460  37.749 4.114  1.346  -1.611 C15 MX1 30 
MX1 HO4 HO4 H 0 1 N N N 32.594 -5.404 29.459 -3.369 3.729  1.812  HO4 MX1 31 
MX1 H81 1H8 H 0 1 N N N 31.425 -5.578 29.416 -5.345 0.993  -3.106 H81 MX1 32 
MX1 H82 2H8 H 0 1 N N N 29.772 -4.632 29.446 -5.372 2.191  -1.669 H82 MX1 33 
MX1 H61 1H6 H 0 1 N N N 30.096 -2.747 31.937 -2.259 -0.014 -2.938 H61 MX1 34 
MX1 H62 2H6 H 0 1 N N N 28.892 -3.818 31.480 -3.829 -0.854 -3.071 H62 MX1 35 
MX1 H3  H3  H 0 1 N N N 30.922 -5.026 34.879 -0.884 -0.390 -1.237 H3  MX1 36 
MX1 H32 H32 H 0 1 N N N 34.506 -2.154 33.166 0.559  -3.731 -1.398 H32 MX1 37 
MX1 H91 1H9 H 0 1 N N N 33.350 -2.641 37.586 -1.241 -3.545 2.041  H91 MX1 38 
MX1 H92 2H9 H 0 1 N N N 33.543 -1.746 36.034 -1.033 -2.074 3.021  H92 MX1 39 
MX1 H93 3H9 H 0 1 N N N 32.027 -1.649 36.869 -2.547 -3.004 3.124  H93 MX1 40 
MX1 HN2 HN2 H 0 1 N N N 30.518 -1.177 34.276 -0.176 -0.871 2.170  HN2 MX1 41 
MX1 H11 H11 H 0 1 N N N 27.529 -1.708 35.841 2.514  -0.756 2.066  H11 MX1 42 
MX1 HO8 HO8 H 0 1 N N N 29.063 0.483  32.851 2.302  2.771  3.085  HO8 MX1 43 
MX1 H14 H14 H 0 1 N N N 30.655 0.517  35.839 2.119  1.540  -0.873 H14 MX1 44 
MX1 H18 H18 H 0 1 N N N 27.040 -0.687 37.907 4.684  -1.041 1.352  H18 MX1 45 
MX1 H17 H17 H 0 1 N N N 27.586 0.883  39.770 6.522  -0.574 -0.217 H17 MX1 46 
MX1 HO9 HO9 H 0 1 N N N 30.528 2.962  39.806 6.309  0.348  -3.000 HO9 MX1 47 
MX1 H15 H15 H 0 1 N N N 31.207 2.065  37.706 3.954  2.017  -2.443 H15 MX1 48 
# 
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 
MX1 O4  C7  SING N N 1  
MX1 O4  HO4 SING N N 2  
MX1 C7  O3  DOUB N N 3  
MX1 C7  C4  SING N N 4  
MX1 C4  N1  DOUB N N 5  
MX1 C4  C5  SING N N 6  
MX1 N1  C3  SING N N 7  
MX1 C5  C8  DOUB N N 8  
MX1 C5  C6  SING N N 9  
MX1 C8  H81 SING N N 10 
MX1 C8  H82 SING N N 11 
MX1 C6  O2  SING N N 12 
MX1 C6  H61 SING N N 13 
MX1 C6  H62 SING N N 14 
MX1 O2  C3  SING N N 15 
MX1 C3  C2  SING N N 16 
MX1 C3  H3  SING N N 17 
MX1 C2  C1  SING N N 18 
MX1 C2  O5  SING N N 19 
MX1 C2  N2  SING N N 20 
MX1 C1  O32 SING N N 21 
MX1 C1  O31 DOUB N N 22 
MX1 O32 H32 SING N N 23 
MX1 O5  C9  SING N N 24 
MX1 C9  H91 SING N N 25 
MX1 C9  H92 SING N N 26 
MX1 C9  H93 SING N N 27 
MX1 N2  C10 SING N N 28 
MX1 N2  HN2 SING N N 29 
MX1 C10 O6  DOUB N N 30 
MX1 C10 C11 SING N N 31 
MX1 C11 C12 SING N N 32 
MX1 C11 C13 SING N N 33 
MX1 C11 H11 SING N N 34 
MX1 C12 O8  SING N N 35 
MX1 C12 O7  DOUB N N 36 
MX1 O8  HO8 SING N N 37 
MX1 C13 C14 SING Y N 38 
MX1 C13 C18 DOUB Y N 39 
MX1 C14 C15 DOUB Y N 40 
MX1 C14 H14 SING N N 41 
MX1 C18 C17 SING Y N 42 
MX1 C18 H18 SING N N 43 
MX1 C17 C16 DOUB Y N 44 
MX1 C17 H17 SING N N 45 
MX1 C16 O9  SING N N 46 
MX1 C16 C15 SING Y N 47 
MX1 O9  HO9 SING N N 48 
MX1 C15 H15 SING N N 49 
# 
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 
MX1 SMILES           ACDLabs              10.04 O=C(O)C(c1ccc(O)cc1)C(=O)NC(OC)(C(=O)O)C2N=C(\C(=C)CO2)C(=O)O                                                                                                                                              
MX1 InChI            InChI                1.02b InChI=1/C18H18N2O10/c1-8-7-30-16(19-12(8)15(25)26)18(29-2,17(27)28)20-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,16,21H,1,7H2,2H3,(H,20,22)(H,23,24)(H,25,26)(H,27,28)/t11-,16-,18-/m1/s1/f/h20,23,25,27H 
MX1 InChIKey         InChI                1.02b ZTOQXKUYWZBJLG-AJRYRFOLDI                                                                                                                                                                                  
MX1 SMILES_CANONICAL CACTVS               3.341 CO[C@](NC(=O)[C@H](C(O)=O)c1ccc(O)cc1)([C@H]2OCC(=C)C(=N2)C(O)=O)C(O)=O                                                                                                                                    
MX1 SMILES           CACTVS               3.341 CO[C](NC(=O)[CH](C(O)=O)c1ccc(O)cc1)([CH]2OCC(=C)C(=N2)C(O)=O)C(O)=O                                                                                                                                       
MX1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@]([C@@H]1N=C(C(=C)CO1)C(=O)O)(C(=O)O)NC(=O)[C@@H](c2ccc(cc2)O)C(=O)O                                                                                                                                  
MX1 SMILES           "OpenEye OEToolkits" 1.5.0 COC(C1N=C(C(=C)CO1)C(=O)O)(C(=O)O)NC(=O)C(c2ccc(cc2)O)C(=O)O                                                                                                                                               
# 
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 
MX1 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-[(R)-carboxy{[(2R)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}methoxymethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid"              
MX1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-2-hydroxy-1-[[(2R)-3-hydroxy-2-(4-hydroxyphenyl)-3-oxo-propanoyl]amino]-1-methoxy-2-oxo-ethyl]-5-methylidene-2H-1,3-oxazine-4-carboxylic acid" 
# 
