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-CARBO XYLIC 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 2020-06-17 _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 Corina _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 2.671 3.030 -1.255 O4 MX1 1 MX1 C7 C7 C 0 1 N N N 33.272 -5.707 31.244 3.369 2.638 -0.173 C7 MX1 2 MX1 O3 O3 O 0 1 N N N 34.201 -6.170 31.953 4.236 3.355 0.282 O3 MX1 3 MX1 C4 C4 C 0 1 N N N 32.117 -5.122 31.919 3.078 1.326 0.465 C4 MX1 4 MX1 N1 N1 N 0 1 N N N 32.164 -5.044 33.176 2.076 0.610 0.060 N1 MX1 5 MX1 C5 C5 C 0 1 N N N 30.905 -4.663 31.226 3.934 0.823 1.564 C5 MX1 6 MX1 C8 C8 C 0 1 N N N 30.682 -4.977 29.967 5.082 1.413 1.881 C8 MX1 7 MX1 C6 C6 C 0 1 N N N 29.890 -3.842 31.978 3.434 -0.400 2.311 C6 MX1 8 MX1 O2 O2 O 0 1 N N N 29.839 -4.353 33.312 2.835 -1.263 1.331 O2 MX1 9 MX1 C3 C3 C 0 1 N N R 31.126 -4.397 33.982 1.729 -0.677 0.651 C3 MX1 10 MX1 C2 C2 C 0 1 N N R 31.633 -3.044 34.516 1.268 -1.626 -0.457 C2 MX1 11 MX1 C1 C1 C 0 1 N N N 32.649 -2.372 33.598 0.821 -2.930 0.152 C1 MX1 12 MX1 O32 O32 O 0 1 N Y N 33.874 -2.573 33.738 -0.252 -2.961 0.957 O32 MX1 13 MX1 O31 O31 O 0 1 N N N 32.226 -1.604 32.714 1.429 -3.947 -0.084 O31 MX1 14 MX1 O5 O5 O 0 1 N N N 32.289 -3.389 35.747 2.349 -1.867 -1.359 O5 MX1 15 MX1 C9 C9 C 0 1 N N N 32.841 -2.374 36.631 1.986 -2.629 -2.512 C9 MX1 16 MX1 N2 N2 N 0 1 N N N 30.544 -2.087 34.737 0.151 -1.019 -1.186 N2 MX1 17 MX1 C10 C10 C 0 1 N N N 29.487 -2.282 35.541 -0.986 -0.702 -0.534 C10 MX1 18 MX1 O6 O6 O 0 1 N N N 29.321 -3.312 36.198 -1.084 -0.919 0.655 O6 MX1 19 MX1 C11 C11 C 0 1 N N R 28.477 -1.154 35.648 -2.135 -0.078 -1.284 C11 MX1 20 MX1 C12 C12 C 0 1 N N N 28.257 -0.323 34.404 -1.688 1.226 -1.893 C12 MX1 21 MX1 O8 O8 O 0 1 N N N 29.202 -0.039 33.633 -2.551 1.962 -2.611 O8 MX1 22 MX1 O7 O7 O 0 1 N N N 27.099 0.094 34.214 -0.553 1.609 -1.735 O7 MX1 23 MX1 C13 C13 C 0 1 Y N N 28.820 -0.208 36.757 -3.276 0.176 -0.333 C13 MX1 24 MX1 C14 C14 C 0 1 Y N N 29.978 0.584 36.708 -4.502 -0.424 -0.550 C14 MX1 25 MX1 C18 C18 C 0 1 Y N N 27.963 -0.084 37.860 -3.092 1.005 0.759 C18 MX1 26 MX1 C17 C17 C 0 1 Y N N 28.263 0.797 38.904 -4.136 1.239 1.633 C17 MX1 27 MX1 C16 C16 C 0 1 Y N N 29.425 1.568 38.844 -5.370 0.643 1.414 C16 MX1 28 MX1 O9 O9 O 0 1 N N N 29.738 2.438 39.847 -6.398 0.872 2.272 O9 MX1 29 MX1 C15 C15 C 0 1 Y N N 30.286 1.460 37.749 -5.550 -0.192 0.321 C15 MX1 30 MX1 HO4 HO4 H 0 1 N N N 34.098 -6.178 29.710 2.896 3.891 -1.635 HO4 MX1 31 MX1 H81 H81 H 0 1 N N N 29.776 -4.646 29.480 5.380 2.321 1.377 H81 MX1 32 MX1 H82 H82 H 0 1 N N N 31.405 -5.565 29.421 5.717 0.986 2.643 H82 MX1 33 MX1 H61 H61 H 0 1 N N N 30.188 -2.783 31.987 4.268 -0.908 2.795 H61 MX1 34 MX1 H62 H62 H 0 1 N N N 28.903 -3.926 31.500 2.693 -0.107 3.054 H62 MX1 35 MX1 H3 H3 H 0 1 N N N 30.925 -5.018 34.867 0.912 -0.534 1.357 H3 MX1 36 MX1 H32 H32 H 0 1 N Y N 34.354 -2.067 33.093 -0.500 -3.821 1.324 H32 MX1 37 MX1 H91 H91 H 0 1 N N N 33.294 -2.858 37.509 1.525 -3.565 -2.198 H91 MX1 38 MX1 H92 H92 H 0 1 N N N 33.609 -1.798 36.094 1.279 -2.060 -3.116 H92 MX1 39 MX1 H93 H93 H 0 1 N N N 32.038 -1.698 36.959 2.878 -2.843 -3.101 H93 MX1 40 MX1 HN2 HN2 H 0 1 N N N 30.593 -1.216 34.248 0.229 -0.846 -2.137 HN2 MX1 41 MX1 H11 H11 H 0 1 N N N 27.542 -1.701 35.839 -2.464 -0.754 -2.073 H11 MX1 42 MX1 HO8 HO8 H 0 1 N N N 28.882 0.515 32.930 -2.219 2.790 -2.982 HO8 MX1 43 MX1 H14 H14 H 0 1 N N N 30.637 0.514 35.855 -4.642 -1.073 -1.401 H14 MX1 44 MX1 H18 H18 H 0 1 N N N 27.061 -0.676 37.904 -2.132 1.469 0.929 H18 MX1 45 MX1 H17 H17 H 0 1 N N N 27.599 0.880 39.752 -3.993 1.886 2.486 H17 MX1 46 MX1 HO9 HO9 H 0 1 N N N 30.556 2.876 39.643 -6.946 1.633 2.035 HO9 MX1 47 MX1 H15 H15 H 0 1 N N N 31.188 2.053 37.709 -6.508 -0.661 0.151 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 12.01 "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 1.03 "InChI=1S/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" MX1 InChIKey InChI 1.03 ZTOQXKUYWZBJLG-XNAIMREJSA-N MX1 SMILES_CANONICAL CACTVS 3.370 "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 3.370 "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" 1.7.2 "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" 1.7.2 "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 12.01 "(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" 1.7.2 "(2R)-2-[(1R)-1-[[(2R)-2-(4-hydroxyphenyl)-3-oxidanyl-3-oxidanylidene-propanoyl]amino]-1-methoxy-2-oxidanyl-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 MX1 "Create component" 2005-09-06 RCSB MX1 "Modify descriptor" 2011-06-04 RCSB MX1 "Modify leaving atom flag" 2011-08-22 RCSB MX1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MX1 _pdbx_chem_comp_synonyms.name "MOXALACTAM (HYDROLYZED)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##