data_MOX
# 
_chem_comp.id                                    MOX 
_chem_comp.name                                  "7-METHOXY-3-METHYL-7-(3-METHYL-2-PHENYL-BUT-3-ENOYLAMINO)-8-OXO-5-OXA-1-AZA-BICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MOXALACTAM DERIVATIVE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-11 
_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                        406.344 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MOX 
_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        1I5Q 
_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 
MOX C1   C1   C 0 1 N N N 76.666 4.388 28.742 1.001  -0.802 2.112  C1   MOX 1  
MOX O1   O1   O 0 1 N N N 77.437 3.454 28.385 1.168  -2.003 2.091  O1   MOX 2  
MOX C2   C2   C 0 1 N N R 77.225 5.781 29.104 1.878  0.400  1.803  C2   MOX 3  
MOX O61  O61  O 0 1 N N N 76.226 6.521 29.759 3.080  0.446  2.574  O61  MOX 4  
MOX C62  C62  C 0 1 N N N 76.546 7.884 30.148 4.010  -0.433 1.942  C62  MOX 5  
MOX C3   C3   C 0 1 N N R 77.662 6.604 27.726 0.754  1.264  2.369  C3   MOX 6  
MOX N8   N8   N 0 1 N N N 77.071 5.853 26.665 -0.039 -0.004 2.379  N8   MOX 7  
MOX O4   O4   O 0 1 N N N 79.086 6.553 27.612 0.087  2.139  1.453  O4   MOX 8  
MOX C7   C7   C 0 1 N N N 77.590 5.731 25.512 -1.449 -0.040 2.509  C7   MOX 9  
MOX C5   C5   C 0 1 N N N 79.510 7.208 26.369 -1.208 2.387  1.986  C5   MOX 10 
MOX C6   C6   C 0 1 N N N 78.889 6.431 25.212 -2.016 1.168  2.304  C6   MOX 11 
MOX C9   C9   C 0 1 N N N 79.524 6.394 24.018 -3.515 1.292  2.397  C9   MOX 12 
MOX C8   C8   C 0 1 N N N 76.830 4.858 24.579 -2.208 -1.257 2.847  C8   MOX 13 
MOX O81  O81  O 0 1 N N N 77.460 3.837 24.205 -1.624 -2.309 3.018  O81  MOX 14 
MOX O82  O82  O 0 1 N N N 75.653 5.196 24.322 -3.549 -1.204 2.967  O82  MOX 15 
MOX N2   N2   N 0 1 N N N 78.382 5.608 29.942 2.112  0.605  0.372  N2   MOX 16 
MOX C21  C21  C 0 1 N N N 78.422 4.870 31.101 1.114  0.398  -0.510 C21  MOX 17 
MOX O21  O21  O 0 1 N N N 77.439 4.300 31.498 0.022  0.042  -0.118 O21  MOX 18 
MOX C22  C22  C 0 1 N N S 79.749 4.834 31.872 1.354  0.608  -1.982 C22  MOX 19 
MOX C29  C29  C 0 1 N N N 81.058 5.149 31.082 2.451  -0.314 -2.449 C29  MOX 20 
MOX O30  O30  O 0 1 N N N 82.146 4.736 31.559 2.982  -1.065 -1.666 O30  MOX 21 
MOX O31  O31  O 0 1 N N N 80.969 5.828 30.050 2.837  -0.301 -3.735 O31  MOX 22 
MOX C23  C23  C 0 1 Y N N 79.677 5.565 33.200 0.089  0.311  -2.745 C23  MOX 23 
MOX C24  C24  C 0 1 Y N N 79.376 6.942 33.217 -0.499 1.298  -3.514 C24  MOX 24 
MOX C26  C26  C 0 1 Y N N 79.554 6.997 35.672 -2.233 -0.232 -4.146 C26  MOX 25 
MOX C25  C25  C 0 1 Y N N 79.311 7.664 34.439 -1.660 1.029  -4.214 C25  MOX 26 
MOX C27  C27  C 0 1 Y N N 79.854 5.618 35.665 -1.639 -1.220 -3.374 C27  MOX 27 
MOX C28  C28  C 0 1 Y N N 79.913 4.910 34.436 -0.476 -0.947 -2.680 C28  MOX 28 
MOX O26  O26  O 0 1 N N N 79.490 7.732 36.838 -3.374 -0.499 -4.834 O26  MOX 29 
MOX H621 1H62 H 0 0 N N N 75.753 8.471 30.667 4.948  -0.431 2.497  H621 MOX 30 
MOX H622 2H62 H 0 0 N N N 77.471 7.882 30.770 3.601  -1.443 1.924  H622 MOX 31 
MOX H623 3H62 H 0 0 N N N 76.896 8.449 29.253 4.192  -0.097 0.921  H623 MOX 32 
MOX H3   H3   H 0 1 N N N 77.339 7.671 27.720 0.955  1.706  3.345  H3   MOX 33 
MOX H51  1H5  H 0 1 N N N 79.266 8.295 26.344 -1.097 2.972  2.900  H51  MOX 34 
MOX H52  2H5  H 0 1 N N N 80.617 7.306 26.283 -1.765 2.988  1.267  H52  MOX 35 
MOX H91  1H9  H 0 1 N N N 80.485 6.912 23.795 -3.806 2.325  2.206  H91  MOX 36 
MOX H92  2H9  H 0 1 N N N 79.669 5.318 23.762 -3.980 0.641  1.658  H92  MOX 37 
MOX H93  3H9  H 0 1 N N N 78.789 6.732 23.250 -3.842 1.001  3.395  H93  MOX 38 
MOX H82  H82  H 0 1 N N N 75.167 4.638 23.725 -4.047 -2.003 3.188  H82  MOX 39 
MOX HN2  HN2  H 0 1 N N N 79.263 6.054 29.688 2.984  0.889  0.058  HN2  MOX 40 
MOX H22  H22  H 0 1 N N N 79.862 3.743 32.077 1.651  1.642  -2.158 H22  MOX 41 
MOX H31  H31  H 0 1 N N N 81.765 6.019 29.569 3.540  -0.894 -4.034 H31  MOX 42 
MOX H24  H24  H 0 1 N N N 79.188 7.461 32.261 -0.053 2.280  -3.567 H24  MOX 43 
MOX H25  H25  H 0 1 N N N 79.072 8.740 34.430 -2.120 1.800  -4.814 H25  MOX 44 
MOX H27  H27  H 0 1 N N N 80.041 5.094 36.617 -2.084 -2.203 -3.319 H27  MOX 45 
MOX H28  H28  H 0 1 N N N 80.146 3.832 34.441 -0.013 -1.716 -2.079 H28  MOX 46 
MOX H26  H26  H 0 1 N N N 79.652 7.286 37.661 -3.106 -0.822 -5.705 H26  MOX 47 
# 
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 
MOX C1  O1   DOUB N N 1  
MOX C1  C2   SING N N 2  
MOX C1  N8   SING N N 3  
MOX C2  O61  SING N N 4  
MOX C2  C3   SING N N 5  
MOX C2  N2   SING N N 6  
MOX O61 C62  SING N N 7  
MOX C62 H621 SING N N 8  
MOX C62 H622 SING N N 9  
MOX C62 H623 SING N N 10 
MOX C3  N8   SING N N 11 
MOX C3  O4   SING N N 12 
MOX C3  H3   SING N N 13 
MOX N8  C7   SING N N 14 
MOX O4  C5   SING N N 15 
MOX C7  C6   DOUB N N 16 
MOX C7  C8   SING N N 17 
MOX C5  C6   SING N N 18 
MOX C5  H51  SING N N 19 
MOX C5  H52  SING N N 20 
MOX C6  C9   SING N N 21 
MOX C9  H91  SING N N 22 
MOX C9  H92  SING N N 23 
MOX C9  H93  SING N N 24 
MOX C8  O81  DOUB N N 25 
MOX C8  O82  SING N N 26 
MOX O82 H82  SING N N 27 
MOX N2  C21  SING N N 28 
MOX N2  HN2  SING N N 29 
MOX C21 O21  DOUB N N 30 
MOX C21 C22  SING N N 31 
MOX C22 C29  SING N N 32 
MOX C22 C23  SING N N 33 
MOX C22 H22  SING N N 34 
MOX C29 O30  DOUB N N 35 
MOX C29 O31  SING N N 36 
MOX O31 H31  SING N N 37 
MOX C23 C24  DOUB Y N 38 
MOX C23 C28  SING Y N 39 
MOX C24 C25  SING Y N 40 
MOX C24 H24  SING N N 41 
MOX C26 C25  DOUB Y N 42 
MOX C26 C27  SING Y N 43 
MOX C26 O26  SING N N 44 
MOX C25 H25  SING N N 45 
MOX C27 C28  DOUB Y N 46 
MOX C27 H27  SING N N 47 
MOX C28 H28  SING N N 48 
MOX O26 H26  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 
MOX SMILES           ACDLabs              10.04 O=C2N1C(=C(COC1C2(OC)NC(=O)C(c3ccc(O)cc3)C(=O)O)C)C(=O)O                                                                                                                                      
MOX InChI            InChI                1.02b InChI=1/C18H18N2O9/c1-8-7-29-17-18(28-2,16(27)20(17)12(8)15(25)26)19-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,17,21H,7H2,1-2H3,(H,19,22)(H,23,24)(H,25,26)/t11-,17+,18-/m0/s1/f/h19,23,25H 
MOX InChIKey         InChI                1.02b GYYVEEGHXUADBF-XGXVUUKWDP                                                                                                                                                                     
MOX SMILES_CANONICAL CACTVS               3.341 CO[C@]1(NC(=O)[C@@H](C(O)=O)c2ccc(O)cc2)[C@H]3OCC(=C(N3C1=O)C(O)=O)C                                                                                                                          
MOX SMILES           CACTVS               3.341 CO[C]1(NC(=O)[CH](C(O)=O)c2ccc(O)cc2)[CH]3OCC(=C(N3C1=O)C(O)=O)C                                                                                                                              
MOX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(N2[C@@H]([C@@](C2=O)(NC(=O)[C@H](c3ccc(cc3)O)C(=O)O)OC)OC1)C(=O)O                                                                                                                       
MOX SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(N2C(C(C2=O)(NC(=O)C(c3ccc(cc3)O)C(=O)O)OC)OC1)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 
MOX "SYSTEMATIC NAME" ACDLabs              10.04 "(6R,7R)-7-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-7-methoxy-3-methyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"           
MOX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6R,7R)-7-[[(2S)-3-hydroxy-2-(4-hydroxyphenyl)-3-oxo-propanoyl]amino]-7-methoxy-3-methyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" 
# 
