data_C8V # _chem_comp.id C8V _chem_comp.name "(2S,5R)-1-formyl-N'-[(3R)-piperidine-3-carbonyl]-5-[(sulfooxy)amino]piperidine-2-carbohydrazide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H23 N5 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "OPEN FORM - Zidebactam" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-19 _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 393.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C8V _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 6B1J _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 C8V OAF O1 O 0 1 N N N -9.165 -0.546 -1.627 -7.584 -0.921 0.778 OAF C8V 1 C8V SAZ S1 S 0 1 N N N -9.131 -1.664 -0.634 -6.804 0.012 0.043 SAZ C8V 2 C8V OAD O2 O 0 1 N N N -8.126 -1.393 0.416 -6.959 -0.361 -1.425 OAD C8V 3 C8V OAE O3 O 0 1 N N N -9.035 -3.041 -1.179 -6.994 1.417 0.122 OAE C8V 4 C8V OAS O4 O 0 1 N N N -10.559 -1.607 -0.001 -5.353 -0.248 0.423 OAS C8V 5 C8V NAR N1 N 0 1 N N N -10.813 -2.645 1.003 -4.416 0.751 -0.090 NAR C8V 6 C8V CAV C1 C 0 1 N N R -11.472 -2.174 2.271 -3.039 0.438 0.314 CAV C8V 7 C8V CAK C2 C 0 1 N N N -12.655 -1.289 1.876 -2.238 1.735 0.451 CAK C8V 8 C8V CB C3 C 0 1 N N N -12.248 0.082 1.569 -0.813 1.411 0.904 CB C8V 9 C8V CAN C4 C 0 1 N N N -10.569 -1.486 3.325 -2.384 -0.452 -0.747 CAN C8V 10 C8V N N2 N 0 1 N N N -10.314 -0.053 2.908 -0.972 -0.649 -0.394 N C8V 11 C8V CAG C5 C 0 1 N N N -9.064 0.394 2.615 -0.455 -1.890 -0.295 CAG C8V 12 C8V OAA O5 O 0 1 N N N -8.785 1.487 2.122 -1.178 -2.858 -0.402 OAA C8V 13 C8V CA C6 C 0 1 N N S -11.538 0.701 2.768 -0.133 0.533 -0.151 CA C8V 14 C8V C C7 C 0 1 N N N -12.227 1.070 3.939 1.220 0.098 0.349 C C8V 15 C8V O O6 O 0 1 N N N -11.805 0.764 5.083 1.304 -0.755 1.207 O C8V 16 C8V NAQ N3 N 0 1 N N N -13.482 1.559 3.773 2.338 0.656 -0.157 NAQ C8V 17 C8V NAP N4 N 0 1 N N N -14.156 2.047 4.845 3.595 0.252 0.308 NAP C8V 18 C8V CAT C8 C 0 1 N N N -13.882 3.347 5.151 4.713 0.810 -0.198 CAT C8V 19 C8V OAB O7 O 0 1 N N N -12.931 3.990 4.722 4.629 1.663 -1.056 OAB C8V 20 C8V CAW C9 C 0 1 N N R -14.895 4.064 6.083 6.066 0.375 0.303 CAW C8V 21 C8V CAJ C10 C 0 1 N N N -16.199 4.154 5.332 7.159 1.155 -0.433 CAJ C8V 22 C8V CAH C11 C 0 1 N N N -16.126 5.039 4.104 8.531 0.665 0.038 CAH C8V 23 C8V CAI C12 C 0 1 N N N -15.706 6.448 4.564 8.644 -0.840 -0.216 CAI C8V 24 C8V NAO N5 N 0 1 N N N -14.392 6.322 5.240 7.577 -1.542 0.510 NAO C8V 25 C8V CAM C13 C 0 1 N N N -14.471 5.463 6.458 6.251 -1.121 0.041 CAM C8V 26 C8V H1 H1 H 0 1 N N N -11.404 -3.337 0.588 -4.488 0.834 -1.093 H1 C8V 27 C8V H2 H2 H 0 1 N N N -11.895 -3.064 2.760 -3.050 -0.086 1.270 H2 C8V 28 C8V H3 H3 H 0 1 N N N -13.373 -1.266 2.709 -2.207 2.245 -0.512 H3 C8V 29 C8V H4 H4 H 0 1 N N N -13.138 -1.721 0.987 -2.716 2.380 1.188 H4 C8V 30 C8V H5 H5 H 0 1 N N N -11.565 0.074 0.707 -0.250 2.337 1.023 H5 C8V 31 C8V H6 H6 H 0 1 N N N -13.139 0.680 1.326 -0.845 0.879 1.854 H6 C8V 32 C8V H7 H7 H 0 1 N N N -11.071 -1.500 4.304 -2.891 -1.417 -0.779 H7 C8V 33 C8V H8 H8 H 0 1 N N N -9.612 -2.024 3.396 -2.456 0.030 -1.722 H8 C8V 34 C8V H9 H9 H 0 1 N Y N -8.241 -0.270 2.835 0.603 -2.022 -0.121 H9 C8V 35 C8V H10 H10 H 0 1 N N N -11.191 1.663 2.364 -0.019 1.096 -1.077 H10 C8V 36 C8V H11 H11 H 0 1 N N N -13.907 1.560 2.868 2.271 1.338 -0.843 H11 C8V 37 C8V H12 H12 H 0 1 N N N -14.804 1.495 5.370 3.662 -0.431 0.995 H12 C8V 38 C8V H13 H13 H 0 1 N N N -15.033 3.463 6.994 6.138 0.569 1.373 H13 C8V 39 C8V H14 H14 H 0 1 N N N -16.964 4.560 6.010 7.062 0.992 -1.507 H14 C8V 40 C8V H15 H15 H 0 1 N N N -16.490 3.141 5.015 7.056 2.219 -0.216 H15 C8V 41 C8V H16 H16 H 0 1 N N N -17.110 5.083 3.615 9.312 1.187 -0.514 H16 C8V 42 C8V H17 H17 H 0 1 N N N -15.383 4.639 3.398 8.642 0.864 1.104 H17 C8V 43 C8V H18 H18 H 0 1 N N N -15.619 7.117 3.695 8.546 -1.036 -1.284 H18 C8V 44 C8V H19 H19 H 0 1 N N N -16.452 6.852 5.264 9.614 -1.195 0.131 H19 C8V 45 C8V H20 H20 H 0 1 N N N -13.738 5.917 4.601 7.687 -2.542 0.436 H20 C8V 46 C8V H22 H22 H 0 1 N N N -13.483 5.426 6.941 5.483 -1.681 0.576 H22 C8V 47 C8V H23 H23 H 0 1 N N N -15.205 5.890 7.157 6.164 -1.317 -1.027 H23 C8V 48 C8V H24 H24 H 0 1 N N N -7.705 -0.559 0.244 -7.853 -0.232 -1.771 H24 C8V 49 # # 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 C8V OAF SAZ DOUB N N 1 C8V OAE SAZ DOUB N N 2 C8V SAZ OAS SING N N 3 C8V SAZ OAD SING N N 4 C8V OAS NAR SING N N 5 C8V NAR CAV SING N N 6 C8V CB CAK SING N N 7 C8V CB CA SING N N 8 C8V CAK CAV SING N N 9 C8V OAA CAG DOUB N N 10 C8V CAV CAN SING N N 11 C8V CAG N SING N N 12 C8V CA N SING N N 13 C8V CA C SING N N 14 C8V N CAN SING N N 15 C8V NAQ C SING N N 16 C8V NAQ NAP SING N N 17 C8V C O DOUB N N 18 C8V CAH CAI SING N N 19 C8V CAH CAJ SING N N 20 C8V CAI NAO SING N N 21 C8V OAB CAT DOUB N N 22 C8V NAP CAT SING N N 23 C8V CAT CAW SING N N 24 C8V NAO CAM SING N N 25 C8V CAJ CAW SING N N 26 C8V CAW CAM SING N N 27 C8V NAR H1 SING N N 28 C8V CAV H2 SING N N 29 C8V CAK H3 SING N N 30 C8V CAK H4 SING N N 31 C8V CB H5 SING N N 32 C8V CB H6 SING N N 33 C8V CAN H7 SING N N 34 C8V CAN H8 SING N N 35 C8V CAG H9 SING N N 36 C8V CA H10 SING N N 37 C8V NAQ H11 SING N N 38 C8V NAP H12 SING N N 39 C8V CAW H13 SING N N 40 C8V CAJ H14 SING N N 41 C8V CAJ H15 SING N N 42 C8V CAH H16 SING N N 43 C8V CAH H17 SING N N 44 C8V CAI H18 SING N N 45 C8V CAI H19 SING N N 46 C8V NAO H20 SING N N 47 C8V CAM H22 SING N N 48 C8V CAM H23 SING N N 49 C8V OAD H24 SING N N 50 # # 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 C8V SMILES ACDLabs 12.01 "O=S(ONC1CN(C=O)C(CC1)C(=O)NNC(C2CNCCC2)=O)(O)=O" C8V InChI InChI 1.03 "InChI=1S/C13H23N5O7S/c19-8-18-7-10(17-25-26(22,23)24)3-4-11(18)13(21)16-15-12(20)9-2-1-5-14-6-9/h8-11,14,17H,1-7H2,(H,15,20)(H,16,21)(H,22,23,24)/t9-,10-,11+/m1/s1" C8V InChIKey InChI 1.03 KMYLRFCWFBWPGR-MXWKQRLJSA-N C8V SMILES_CANONICAL CACTVS 3.385 "O[S](=O)(=O)ON[C@@H]1CC[C@H](N(C1)C=O)C(=O)NNC(=O)[C@@H]2CCCNC2" C8V SMILES CACTVS 3.385 "O[S](=O)(=O)ON[CH]1CC[CH](N(C1)C=O)C(=O)NNC(=O)[CH]2CCCNC2" C8V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C1C[C@H](CNC1)C(=O)NNC(=O)[C@@H]2CC[C@H](CN2C=O)NOS(=O)(=O)O" C8V SMILES "OpenEye OEToolkits" 2.0.6 "C1CC(CNC1)C(=O)NNC(=O)C2CCC(CN2C=O)NOS(=O)(=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 C8V "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,5R)-1-formyl-N'-[(3R)-piperidine-3-carbonyl]-5-[(sulfooxy)amino]piperidine-2-carbohydrazide" C8V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(3~{R},6~{S})-1-methanoyl-6-[[[(3~{R})-piperidin-3-yl]carbonylamino]carbamoyl]piperidin-3-yl]amino] hydrogen sulfate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C8V "Create component" 2017-09-19 RCSB C8V "Initial release" 2018-08-01 RCSB C8V "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C8V _pdbx_chem_comp_synonyms.name "OPEN FORM - Zidebactam" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##