data_MOX # _chem_comp.id MOX _chem_comp.name "(2R)-2-[(1R)-1-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-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 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "MOXALACTAM DERIVATIVE (open form)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-08-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1FCO _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 77.202 4.046 28.889 0.716 2.235 -1.699 C1 MOX 1 MOX O1 O1 O 0 1 N N N 78.012 3.201 28.456 -0.458 2.509 -1.771 O1 MOX 2 MOX C2 C2 C 0 1 N N R 77.703 5.298 29.517 1.252 1.532 -0.478 C2 MOX 3 MOX N2 N2 N 0 1 N N N 78.960 4.949 30.155 0.160 1.300 0.471 N2 MOX 4 MOX C3 C3 C 0 1 N N R 77.921 6.459 28.301 1.864 0.192 -0.889 C3 MOX 5 MOX O4 O4 O 0 1 N N N 78.785 7.513 28.835 2.873 0.423 -1.869 O4 MOX 6 MOX C5 C5 C 0 1 N N N 79.347 8.383 27.861 3.602 -0.759 -2.234 C5 MOX 7 MOX C6 C6 C 0 1 N N N 80.060 7.588 26.879 4.278 -1.260 -0.971 C6 MOX 8 MOX C7 C7 C 0 1 N N N 79.532 6.252 26.536 3.503 -1.148 0.287 C7 MOX 9 MOX C8 C8 C 0 1 N N N 80.078 5.437 25.422 3.988 -1.809 1.528 C8 MOX 10 MOX N8 N8 N 0 1 N N N 78.543 5.773 27.200 2.399 -0.468 0.295 N8 MOX 11 MOX C9 C9 C 0 1 N N N 81.109 8.130 26.243 5.504 -1.773 -0.993 C9 MOX 12 MOX C21 C21 C 0 1 N N N 79.702 5.789 30.880 -0.903 0.555 0.106 C21 MOX 13 MOX O21 O21 O 0 1 N N N 79.188 6.816 31.393 -0.955 0.077 -1.007 O21 MOX 14 MOX C22 C22 C 0 1 N N S 81.183 5.451 31.113 -2.026 0.317 1.082 C22 MOX 15 MOX C23 C23 C 0 1 Y N N 81.446 5.308 32.610 -3.082 -0.540 0.433 C23 MOX 16 MOX C24 C24 C 0 1 Y N N 82.791 5.173 33.104 -3.411 -1.765 0.982 C24 MOX 17 MOX C25 C25 C 0 1 Y N N 83.017 5.032 34.529 -4.379 -2.553 0.389 C25 MOX 18 MOX C26 C26 C 0 1 Y N N 81.889 5.033 35.436 -5.021 -2.112 -0.760 C26 MOX 19 MOX O26 O26 O 0 1 N N N 82.096 4.894 36.826 -5.973 -2.885 -1.345 O26 MOX 20 MOX C27 C27 C 0 1 Y N N 80.557 5.168 34.926 -4.690 -0.882 -1.309 C27 MOX 21 MOX C28 C28 C 0 1 Y N N 80.338 5.306 33.542 -3.725 -0.096 -0.708 C28 MOX 22 MOX C29 C29 C 0 1 N N N 82.063 6.536 30.462 -2.629 1.637 1.487 C29 MOX 23 MOX O30 O30 O 0 1 N N N 82.597 6.309 29.318 -2.191 2.666 1.030 O30 MOX 24 MOX O31 O31 O 0 1 N N N 82.225 7.680 31.032 -3.652 1.670 2.356 O31 MOX 25 MOX O61 O61 O 0 1 N N N 76.749 5.794 30.493 2.253 2.345 0.138 O61 MOX 26 MOX C62 C62 C 0 1 N N N 76.421 4.827 31.571 1.757 3.572 0.676 C62 MOX 27 MOX O81 O81 O 0 1 N N N 79.271 4.752 24.700 4.984 -2.502 1.497 O81 MOX 28 MOX O82 O82 O 0 1 N N N 81.358 5.401 25.212 3.321 -1.639 2.685 O82 MOX 29 MOX H1 H1 H 0 1 N N N 76.140 3.869 28.808 1.380 2.490 -2.510 H1 MOX 30 MOX HN2 HN2 H 0 1 N N N 79.293 4.013 30.043 0.201 1.683 1.361 HN2 MOX 31 MOX H3 H3 H 0 1 N N N 76.981 6.923 27.968 1.085 -0.436 -1.322 H3 MOX 32 MOX H5 H5 H 0 1 N N N 78.546 8.952 27.366 2.917 -1.517 -2.616 H5 MOX 33 MOX H5A H5A H 0 1 N N N 80.043 9.083 28.347 4.350 -0.518 -2.990 H5A MOX 34 MOX H9 H9 H 0 1 N N N 81.599 7.586 25.449 6.006 -1.934 -1.935 H9 MOX 35 MOX H9A H9A H 0 1 N N N 81.464 9.110 26.525 5.999 -2.028 -0.067 H9A MOX 36 MOX H22 H22 H 0 1 N N N 81.438 4.490 30.642 -1.638 -0.192 1.965 H22 MOX 37 MOX H24 H24 H 0 1 N N N 83.625 5.177 32.418 -2.911 -2.108 1.876 H24 MOX 38 MOX H25 H25 H 0 1 N N N 84.021 4.927 34.912 -4.635 -3.510 0.817 H25 MOX 39 MOX HO26 HO26 H 0 0 N N N 81.259 4.915 37.275 -6.869 -2.720 -1.019 HO26 MOX 40 MOX H27 H27 H 0 1 N N N 79.718 5.164 35.606 -5.188 -0.537 -2.202 H27 MOX 41 MOX H28 H28 H 0 1 N N N 79.329 5.412 33.170 -3.470 0.863 -1.132 H28 MOX 42 MOX HO31 HO31 H 0 0 N N N 82.760 8.237 30.479 -4.005 2.540 2.585 HO31 MOX 43 MOX H62 H62 H 0 1 N N N 75.696 5.280 32.263 1.061 3.357 1.487 H62 MOX 44 MOX H62A H62A H 0 0 N N N 75.987 3.918 31.129 2.588 4.164 1.058 H62A MOX 45 MOX H62B H62B H 0 0 N N N 77.338 4.566 32.120 1.242 4.129 -0.106 H62B MOX 46 MOX HO82 HO82 H 0 0 N N N 81.544 4.819 24.485 3.674 -2.089 3.465 HO82 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 O1 C1 DOUB N N 1 MOX C1 C2 SING N N 2 MOX C1 H1 SING N N 3 MOX C3 C2 SING N N 4 MOX C2 N2 SING N N 5 MOX C2 O61 SING N N 6 MOX N2 C21 SING N N 7 MOX N2 HN2 SING N N 8 MOX N8 C3 SING N N 9 MOX C3 O4 SING N N 10 MOX C3 H3 SING N N 11 MOX C5 O4 SING N N 12 MOX C6 C5 SING N N 13 MOX C5 H5 SING N N 14 MOX C5 H5A SING N N 15 MOX C9 C6 DOUB N N 16 MOX C7 C6 SING N N 17 MOX C8 C7 SING N N 18 MOX C7 N8 DOUB N N 19 MOX O81 C8 DOUB N N 20 MOX O82 C8 SING N N 21 MOX C9 H9 SING N N 22 MOX C9 H9A SING N N 23 MOX C21 C22 SING N N 24 MOX C21 O21 DOUB N N 25 MOX C29 C22 SING N N 26 MOX C22 C23 SING N N 27 MOX C22 H22 SING N N 28 MOX C23 C24 DOUB Y N 29 MOX C23 C28 SING Y N 30 MOX C24 C25 SING Y N 31 MOX C24 H24 SING N N 32 MOX C25 C26 DOUB Y N 33 MOX C25 H25 SING N N 34 MOX C27 C26 SING Y N 35 MOX C26 O26 SING N N 36 MOX O26 HO26 SING N N 37 MOX C28 C27 DOUB Y N 38 MOX C27 H27 SING N N 39 MOX C28 H28 SING N N 40 MOX O30 C29 DOUB N N 41 MOX C29 O31 SING N N 42 MOX O31 HO31 SING N N 43 MOX O61 C62 SING N N 44 MOX C62 H62 SING N N 45 MOX C62 H62A SING N N 46 MOX C62 H62B SING N N 47 MOX O82 HO82 SING N N 48 # # 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 12.01 "O=C(O)C(c1ccc(O)cc1)C(=O)NC(OC)(C=O)C2N=C(\C(=C)CO2)C(=O)O" MOX InChI InChI 1.03 "InChI=1S/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/t12-,17+,18-/m0/s1" MOX InChIKey InChI 1.03 GOYCBKVVHGALFQ-RZAIGCCYSA-N MOX SMILES_CANONICAL CACTVS 3.370 "CO[C@@](NC(=O)[C@@H](C(O)=O)c1ccc(O)cc1)(C=O)[C@H]2OCC(=C)C(=N2)C(O)=O" MOX SMILES CACTVS 3.370 "CO[C](NC(=O)[CH](C(O)=O)c1ccc(O)cc1)(C=O)[CH]2OCC(=C)C(=N2)C(O)=O" MOX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CO[C@@](C=O)([C@@H]1N=C(C(=C)CO1)C(=O)O)NC(=O)[C@H](c2ccc(cc2)O)C(=O)O" MOX SMILES "OpenEye OEToolkits" 1.7.2 "COC(C=O)(C1N=C(C(=C)CO1)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 MOX "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[(1R)-1-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid" MOX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R)-2-[(1R)-1-[[(2S)-2-(4-hydroxyphenyl)-3-oxidanyl-3-oxidanylidene-propanoyl]amino]-1-methoxy-2-oxidanylidene-ethyl]-5-methylidene-2H-1,3-oxazine-4-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MOX "Create component" 2000-08-11 RCSB MOX "Modify descriptor" 2011-06-04 RCSB MOX "Other modification" 2011-08-17 RCSB MOX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MOX _pdbx_chem_comp_synonyms.name "MOXALACTAM DERIVATIVE (open form)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##