data_3P7 # _chem_comp.id 3P7 _chem_comp.name ;(2R)-2-[(1R)-1-{[(2R)-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 2014-10-01 _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 406.344 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3P7 _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 4MXH _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 3P7 C1 C1 C 0 1 N N N -22.659 6.057 -2.677 -0.812 3.106 0.019 C1 3P7 1 3P7 O1 O1 O 0 1 N N N -21.639 6.714 -2.823 -0.866 3.308 1.209 O1 3P7 2 3P7 C2 C2 C 0 1 N N R -24.008 6.612 -2.227 -1.273 1.786 -0.543 C2 3P7 3 3P7 N2 N2 N 0 1 N N N -23.902 7.494 -1.060 -0.161 1.138 -1.243 N2 3P7 4 3P7 C3 C3 C 0 1 N N R -24.658 7.489 -3.284 -1.752 0.886 0.598 C3 3P7 5 3P7 O4 O4 O 0 1 N N N -24.177 8.834 -3.163 -2.897 1.477 1.207 O4 3P7 6 3P7 C5 C5 C 0 1 N N N -24.955 9.652 -4.055 -3.505 0.651 2.212 C5 3P7 7 3P7 C6 C6 C 0 1 N N N -24.936 9.157 -5.372 -3.948 -0.623 1.516 C6 3P7 8 3P7 C7 C7 C 0 1 N N N -24.633 7.797 -5.624 -3.044 -1.159 0.472 C7 3P7 9 3P7 C8 C8 C 0 1 N N N -24.217 7.330 -6.864 -3.279 -2.510 -0.104 C8 3P7 10 3P7 N8 N8 N 0 1 N N N -24.297 7.003 -4.603 -2.045 -0.439 0.065 N8 3P7 11 3P7 C9 C9 C 0 1 N N N -25.086 10.096 -6.397 -5.090 -1.228 1.828 C9 3P7 12 3P7 C21 C21 C 0 1 N N N -23.686 7.043 0.171 0.968 0.831 -0.575 C21 3P7 13 3P7 O21 O21 O 0 1 N N N -23.616 5.841 0.457 1.064 1.091 0.606 O21 3P7 14 3P7 C22 C22 C 0 1 N N R -23.763 8.122 1.239 2.112 0.165 -1.295 C22 3P7 15 3P7 C23 C23 C 0 1 Y N N -23.749 9.413 0.754 3.246 -0.068 -0.329 C23 3P7 16 3P7 C24 C24 C 0 1 Y N N -24.900 9.971 0.194 4.481 0.507 -0.563 C24 3P7 17 3P7 C25 C25 C 0 1 Y N N -24.880 11.257 -0.340 5.522 0.295 0.320 C25 3P7 18 3P7 C26 C26 C 0 1 Y N N -23.693 11.989 -0.328 5.326 -0.497 1.442 C26 3P7 19 3P7 O26 O26 O 0 1 N N N -23.683 13.257 -0.843 6.348 -0.707 2.313 O26 3P7 20 3P7 C27 C27 C 0 1 Y N N -22.524 11.437 0.226 4.086 -1.073 1.675 C27 3P7 21 3P7 C28 C28 C 0 1 Y N N -22.557 10.144 0.746 3.047 -0.853 0.791 C28 3P7 22 3P7 C29 C29 C 0 1 N N N -24.809 7.825 2.301 1.651 -1.155 -1.857 C29 3P7 23 3P7 O30 O30 O 0 1 N N N -25.829 7.176 1.942 0.511 -1.518 -1.690 O30 3P7 24 3P7 O31 O31 O 0 1 N N N -24.662 8.408 3.404 2.507 -1.928 -2.543 O31 3P7 25 3P7 O61 O61 O 0 1 N N N -24.820 5.451 -2.019 -2.348 2.007 -1.458 O61 3P7 26 3P7 C62 C62 C 0 1 N N N -26.163 5.751 -1.630 -2.001 2.831 -2.574 C62 3P7 27 3P7 O81 O81 O 0 1 N N N -24.829 6.408 -7.428 -4.146 -3.224 0.357 O81 3P7 28 3P7 O82 O82 O 0 1 N N N -23.131 7.685 -7.317 -2.532 -2.941 -1.137 O82 3P7 29 3P7 H1 H1 H 0 1 N N N -23.997 8.480 -1.197 -0.238 0.931 -2.187 H1 3P7 30 3P7 H2 H2 H 0 1 N N N -25.750 7.460 -3.156 -0.958 0.801 1.340 H2 3P7 31 3P7 H3 H3 H 0 1 N N N -24.543 10.672 -4.052 -2.781 0.417 2.992 H3 3P7 32 3P7 H4 H4 H 0 1 N N N -25.996 9.676 -3.699 -4.367 1.161 2.643 H4 3P7 33 3P7 H6 H6 H 0 1 N N N -25.208 11.142 -6.157 -5.764 -0.776 2.541 H6 3P7 34 3P7 H7 H7 H 0 1 N N N -25.079 9.775 -7.428 -5.344 -2.172 1.369 H7 3P7 35 3P7 H9 H9 H 0 1 N N N -22.811 8.014 1.780 2.453 0.807 -2.107 H9 3P7 36 3P7 H10 H10 H 0 1 N N N -25.816 9.399 0.175 4.632 1.123 -1.437 H10 3P7 37 3P7 H11 H11 H 0 1 N N N -25.778 11.685 -0.761 6.486 0.744 0.136 H11 3P7 38 3P7 H12 H12 H 0 1 N N N -22.810 13.624 -0.764 6.399 -0.055 3.025 H12 3P7 39 3P7 H13 H13 H 0 1 N N N -21.609 12.010 0.248 3.932 -1.690 2.548 H13 3P7 40 3P7 H14 H14 H 0 1 N N N -21.655 9.704 1.146 2.081 -1.301 0.972 H14 3P7 41 3P7 H15 H15 H 0 1 N N N -25.441 8.286 3.933 2.166 -2.766 -2.884 H15 3P7 42 3P7 H16 H16 H 0 1 N N N -26.722 4.814 -1.489 -1.595 3.776 -2.215 H16 3P7 43 3P7 H17 H17 H 0 1 N N N -26.154 6.317 -0.687 -1.254 2.322 -3.183 H17 3P7 44 3P7 H18 H18 H 0 1 N N N -26.646 6.352 -2.414 -2.891 3.022 -3.174 H18 3P7 45 3P7 H19 H19 H 0 1 N N N -22.919 7.160 -8.080 -2.722 -3.826 -1.477 H19 3P7 46 3P7 H20 H20 H 0 1 N N N -22.601 4.998 -2.883 -0.438 3.874 -0.642 H20 3P7 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 3P7 O81 C8 DOUB N N 1 3P7 O82 C8 SING N N 2 3P7 C8 C7 SING N N 3 3P7 C9 C6 DOUB N N 4 3P7 C7 C6 SING N N 5 3P7 C7 N8 DOUB N N 6 3P7 C6 C5 SING N N 7 3P7 N8 C3 SING N N 8 3P7 C5 O4 SING N N 9 3P7 C3 O4 SING N N 10 3P7 C3 C2 SING N N 11 3P7 O1 C1 DOUB N N 12 3P7 C1 C2 SING N N 13 3P7 C2 O61 SING N N 14 3P7 C2 N2 SING N N 15 3P7 O61 C62 SING N N 16 3P7 N2 C21 SING N N 17 3P7 O26 C26 SING N N 18 3P7 C25 C26 DOUB Y N 19 3P7 C25 C24 SING Y N 20 3P7 C26 C27 SING Y N 21 3P7 C21 O21 DOUB N N 22 3P7 C21 C22 SING N N 23 3P7 C24 C23 DOUB Y N 24 3P7 C27 C28 DOUB Y N 25 3P7 C28 C23 SING Y N 26 3P7 C23 C22 SING N N 27 3P7 C22 C29 SING N N 28 3P7 O30 C29 DOUB N N 29 3P7 C29 O31 SING N N 30 3P7 N2 H1 SING N N 31 3P7 C3 H2 SING N N 32 3P7 C5 H3 SING N N 33 3P7 C5 H4 SING N N 34 3P7 C9 H6 SING N N 35 3P7 C9 H7 SING N N 36 3P7 C22 H9 SING N N 37 3P7 C24 H10 SING N N 38 3P7 C25 H11 SING N N 39 3P7 O26 H12 SING N N 40 3P7 C27 H13 SING N N 41 3P7 C28 H14 SING N N 42 3P7 O31 H15 SING N N 43 3P7 C62 H16 SING N N 44 3P7 C62 H17 SING N N 45 3P7 C62 H18 SING N N 46 3P7 O82 H19 SING N N 47 3P7 C1 H20 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 3P7 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" 3P7 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+/m1/s1" 3P7 InChIKey InChI 1.03 GOYCBKVVHGALFQ-PJSAGSTRSA-N 3P7 SMILES_CANONICAL CACTVS 3.385 "CO[C@@](NC(=O)[C@H](C(O)=O)c1ccc(O)cc1)(C=O)[C@H]2OCC(=C)C(=N2)C(O)=O" 3P7 SMILES CACTVS 3.385 "CO[C](NC(=O)[CH](C(O)=O)c1ccc(O)cc1)(C=O)[CH]2OCC(=C)C(=N2)C(O)=O" 3P7 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CO[C@@](C=O)([C@@H]1N=C(C(=C)CO1)C(=O)O)NC(=O)[C@@H](c2ccc(cc2)O)C(=O)O" 3P7 SMILES "OpenEye OEToolkits" 1.7.6 "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 3P7 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[(1R)-1-{[(2R)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid" 3P7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[(1R)-1-[[(2R)-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 3P7 "Create component" 2014-10-01 RCSB 3P7 "Initial release" 2014-10-15 RCSB 3P7 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3P7 _pdbx_chem_comp_synonyms.name "MOXALACTAM DERIVATIVE (open form)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##