data_92B # _chem_comp.id 92B _chem_comp.name "(3~{S},7~{R},10~{R},13~{S})-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H16 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-03 _chem_comp.pdbx_modified_date 2023-11-03 _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 236.267 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 92B _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 5N9C _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 92B N N2 N 0 1 N N N Y Y N 9.801 20.024 -13.817 2.480 1.608 -0.351 N2 92B 1 92B C22 C22 C 0 1 N N N N N N 10.607 20.275 -15.026 3.796 1.138 0.160 C22 92B 2 92B C23 C23 C 0 1 N N N N N N 9.943 21.387 -15.760 3.561 -0.248 0.807 C23 92B 3 92B C8 C8 C 0 1 N N R N N N 8.522 20.888 -15.610 2.058 -0.500 0.625 C8 92B 4 92B CA C21 C 0 1 N N S Y N N 8.463 20.584 -14.121 1.696 0.381 -0.564 C21 92B 5 92B C25 C25 C 0 1 N N N Y N N 7.395 19.681 -13.946 0.261 0.543 -0.782 C25 92B 6 92B O7 O7 O 0 1 N N N N N N 7.596 18.462 -13.813 -0.099 1.641 -1.150 O7 92B 7 92B C7 C7 C 0 1 N N N N N N 7.562 21.851 -15.959 1.663 -1.902 0.468 C7 92B 8 92B C6 C6 C 0 1 N N N N N N 6.361 22.125 -15.313 0.617 -2.407 -0.029 C6 92B 9 92B C5 C5 C 0 1 N N R N N N 5.781 21.506 -14.201 -0.618 -1.823 -0.599 C5 92B 10 92B C4 C4 C 0 1 N N N N N N 4.262 21.431 -14.393 -1.814 -2.286 0.274 C4 92B 11 92B C3 C3 C 0 1 N N N N N N 3.920 20.337 -13.393 -2.897 -1.223 0.005 C3 92B 12 92B C2 C2 C 0 1 N N S Y N N 4.906 19.287 -13.877 -2.134 -0.003 -0.529 C2 92B 13 92B N1 N1 N 0 1 N N N Y N N 6.145 20.081 -14.022 -0.702 -0.366 -0.627 N1 92B 14 92B C C1 C 0 1 N N N Y N Y 4.545 18.677 -15.105 -2.303 1.158 0.417 C1 92B 15 92B O O2 O 0 1 N N N Y N Y 5.295 18.819 -16.099 -1.337 1.640 0.959 O2 92B 16 92B OXT OXT O 0 1 N Y N Y N Y 3.508 17.989 -15.088 -3.526 1.655 0.657 OXT 92B 17 92B H H1 H 0 1 N Y N Y Y N 9.738 19.043 -13.635 2.028 2.214 0.318 H1 92B 18 92B H26 H26 H 0 1 N N N N N N 10.640 19.372 -15.654 4.503 1.048 -0.664 H26 92B 19 92B H27 H27 H 0 1 N N N N N N 11.631 20.564 -14.746 4.178 1.838 0.903 H27 92B 20 92B H28 H28 H 0 1 N N N N N N 10.260 21.444 -16.812 4.141 -1.013 0.290 H28 92B 21 92B H29 H29 H 0 1 N N N N N N 10.099 22.362 -15.276 3.819 -0.223 1.866 H29 92B 22 92B H30 H30 H 0 1 N N N N N N 8.389 19.960 -16.185 1.542 -0.110 1.503 H30 92B 23 92B HA H31 H 0 1 N N N Y N N 8.300 21.514 -13.557 2.108 -0.100 -1.452 H31 92B 24 92B H32 H32 H 0 1 N N N N N N 7.782 22.449 -16.831 2.382 -2.620 0.835 H32 92B 25 92B H33 H33 H 0 1 N N N N N N 5.790 22.939 -15.734 0.627 -3.487 -0.041 H33 92B 26 92B H34 H34 H 0 1 N N N N N N 6.000 22.065 -13.279 -0.762 -2.208 -1.608 H34 92B 27 92B H42 H42 H 0 1 N N N N N N 3.772 22.383 -14.140 -2.159 -3.272 -0.040 H42 92B 28 92B H35 H35 H 0 1 N N N N N N 3.995 21.143 -15.420 -1.539 -2.294 1.329 H35 92B 29 92B H36 H36 H 0 1 N N N N N N 4.116 20.645 -12.356 -3.604 -1.584 -0.742 H36 92B 30 92B H37 H37 H 0 1 N N N Y N N 5.041 18.528 -13.092 -2.514 0.267 -1.515 H37 92B 31 92B HXT H3 H 0 1 N Y N Y N Y 3.377 17.592 -15.941 -3.584 2.400 1.272 H3 92B 32 92B H1 H2 H 0 1 N N N N N N 2.876 20.001 -13.484 -3.418 -0.971 0.928 H2 92B 33 # 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 92B O C DOUB N N 1 92B C7 C8 SING N N 2 92B C23 C8 SING N N 3 92B C23 C22 SING N N 4 92B C8 CA SING N N 5 92B C6 C5 SING N N 6 92B C OXT SING N N 7 92B C C2 SING N N 8 92B C22 N SING N N 9 92B C4 C5 SING N N 10 92B C4 C3 SING N N 11 92B C5 N1 SING N N 12 92B CA C25 SING N N 13 92B CA N SING N N 14 92B N1 C25 SING N N 15 92B N1 C2 SING N N 16 92B C25 O7 DOUB N N 17 92B C2 C3 SING N N 18 92B N H SING N N 19 92B C22 H26 SING N N 20 92B C22 H27 SING N N 21 92B C23 H28 SING N N 22 92B C23 H29 SING N N 23 92B C8 H30 SING N N 24 92B CA HA SING N N 25 92B C7 H32 SING N N 26 92B C6 H33 SING N N 27 92B C5 H34 SING N N 28 92B C4 H42 SING N N 29 92B C4 H35 SING N N 30 92B C3 H36 SING N N 31 92B C2 H37 SING N N 32 92B OXT HXT SING N N 33 92B C3 H1 SING N N 34 92B C6 C7 DOUB N N 35 # 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 92B InChI InChI 1.03 "InChI=1S/C12H16N2O3/c15-11-10-7(5-6-13-10)1-2-8-3-4-9(12(16)17)14(8)11/h1-2,7-10,13H,3-6H2,(H,16,17)/t7-,8-,9-,10-/m0/s1" 92B InChIKey InChI 1.03 XEXQDYRISOKILW-XKNYDFJKSA-N 92B SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H]1CC[C@@H]2C=C[C@H]3CCN[C@@H]3C(=O)N12" 92B SMILES CACTVS 3.385 "OC(=O)[CH]1CC[CH]2C=C[CH]3CCN[CH]3C(=O)N12" 92B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C1C[C@H](N2[C@H]1C=C[C@H]3CCN[C@@H]3C2=O)C(=O)O" 92B SMILES "OpenEye OEToolkits" 2.0.6 "C1CC(N2C1C=CC3CCNC3C2=O)C(=O)O" # _pdbx_chem_comp_identifier.comp_id 92B _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(3~{S},7~{R},10~{R},13~{S})-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-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 92B "Create component" 2017-04-03 EBI 92B "Initial release" 2017-06-14 RCSB 92B "Modify backbone" 2023-11-03 PDBE #