data_8SN # _chem_comp.id 8SN _chem_comp.name "(3~{S},7~{R},10~{R},11~{R},13~{S})-11-methyl-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 "C13 H18 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-03 _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 250.294 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8SN _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 5NBX _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.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 8SN N N2 N 0 1 N N N Y Y N -22.780 -1.499 8.115 2.943 1.216 -0.468 N2 8SN 1 8SN C22 C22 C 0 1 N N N N N N -21.989 -0.483 7.273 4.064 0.630 0.306 C22 8SN 2 8SN C23 C23 C 0 1 N N N N N N -20.649 -0.493 7.890 3.634 -0.800 0.721 C23 8SN 3 8SN C8 C8 C 0 1 N N R N N N -21.094 -0.369 9.339 2.097 -0.723 0.626 C8 8SN 4 8SN CA C21 C 0 1 N N S Y N N -22.112 -1.492 9.454 1.903 0.192 -0.576 C21 8SN 5 8SN C25 C25 C 0 1 N N N Y N N -22.953 -1.185 10.570 0.531 0.641 -0.788 C25 8SN 6 8SN O7 O7 O 0 1 N N N N N N -24.112 -0.738 10.448 0.399 1.784 -1.173 O7 8SN 7 8SN C7 C7 C 0 1 N N N N N N -20.028 -0.586 10.227 1.420 -2.018 0.493 C7 8SN 8 8SN C6 C6 C 0 1 N N N N N N -20.070 -1.224 11.459 0.289 -2.305 0.013 C6 8SN 9 8SN C5 C5 C 0 1 N N R N N N -21.190 -1.783 12.134 -0.810 -1.493 -0.557 C5 8SN 10 8SN C4 C4 C 0 1 N N R N N N -21.089 -1.494 13.649 -2.065 -1.689 0.333 C4 8SN 11 8SN C3 C3 C 0 1 N N N N N N -22.494 -1.697 14.090 -2.913 -0.433 0.052 C3 8SN 12 8SN C2 C2 C 0 1 N N S Y N N -23.307 -0.920 13.083 -1.924 0.598 -0.510 C2 8SN 13 8SN N1 N1 N 0 1 N N N Y N N -22.518 -1.221 11.812 -0.597 -0.049 -0.612 N1 8SN 14 8SN C C1 C 0 1 N N N Y N Y -23.467 0.479 13.350 -1.844 1.785 0.415 C1 8SN 15 8SN O O2 O 0 1 N N N Y N Y -22.659 1.301 12.910 -0.794 2.071 0.941 O2 8SN 16 8SN C47 C47 C 0 1 N N N N N N -20.145 -2.491 14.335 -2.824 -2.952 -0.079 C47 8SN 17 8SN OXT O1 O 0 1 N N N Y N Y -24.530 0.813 13.939 -2.938 2.524 0.655 O1 8SN 18 8SN H H1 H 0 1 N Y N Y Y N -23.736 -1.219 8.197 2.588 2.047 -0.019 H1 8SN 19 8SN H96 H96 H 0 1 N N N N N N -22.443 0.517 7.335 4.959 0.583 -0.313 H96 8SN 20 8SN H97 H97 H 0 1 N N N N N N -21.940 -0.799 6.220 4.256 1.232 1.195 H97 8SN 21 8SN H23 H23 H 0 1 N N N N N N -20.107 -1.431 7.698 4.029 -1.541 0.026 H23 8SN 22 8SN H95 H95 H 0 1 N N N N N N -20.033 0.359 7.567 3.949 -1.019 1.742 H95 8SN 23 8SN H8 H8 H 0 1 N N N N N N -21.579 0.604 9.507 1.712 -0.225 1.516 H8 8SN 24 8SN HA H21 H 0 1 N N N Y N N -21.588 -2.446 9.613 2.157 -0.406 -1.451 H21 8SN 25 8SN H7 H7 H 0 1 N N N N N N -19.064 -0.213 9.915 1.981 -2.863 0.866 H7 8SN 26 8SN H6 H6 H 0 1 N N N N N N -19.125 -1.307 11.975 0.078 -3.364 0.020 H6 8SN 27 8SN H5 H5 H 0 1 N N N N N N -21.212 -2.873 11.989 -1.030 -1.847 -1.564 H5 8SN 28 8SN H41 H41 H 0 1 N N N N N N -20.758 -0.460 13.824 -1.785 -1.735 1.385 H41 8SN 29 8SN H32 H32 H 0 1 N N N N N N -22.647 -1.301 15.105 -3.687 -0.654 -0.682 H32 8SN 30 8SN H31 H31 H 0 1 N N N N N N -22.761 -2.764 14.068 -3.361 -0.065 0.975 H31 8SN 31 8SN H22 H22 H 0 1 N N N Y N N -24.296 -1.392 12.995 -2.252 0.923 -1.498 H22 8SN 32 8SN H47 H47 H 0 1 N N N N N N -20.090 -2.265 15.410 -2.173 -3.819 0.032 H47 8SN 33 8SN H93 H93 H 0 1 N N N N N N -20.527 -3.513 14.195 -3.701 -3.072 0.556 H93 8SN 34 8SN H94 H94 H 0 1 N N N N N N -19.141 -2.410 13.892 -3.138 -2.864 -1.119 H94 8SN 35 8SN HXT H3 H 0 1 N N N Y N Y -24.587 1.761 13.977 -2.838 3.276 1.255 H3 8SN 36 # 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 8SN C22 C23 SING N N 1 8SN C22 N SING N N 2 8SN C23 C8 SING N N 3 8SN N CA SING N N 4 8SN C8 CA SING N N 5 8SN C8 C7 SING N N 6 8SN CA C25 SING N N 7 8SN C7 C6 DOUB N N 8 8SN O7 C25 DOUB N N 9 8SN C25 N1 SING N N 10 8SN C6 C5 SING N N 11 8SN N1 C5 SING N N 12 8SN N1 C2 SING N N 13 8SN C5 C4 SING N N 14 8SN O C DOUB N N 15 8SN C2 C SING N N 16 8SN C2 C3 SING N N 17 8SN C OXT SING N N 18 8SN C4 C3 SING N N 19 8SN C4 C47 SING N N 20 8SN N H SING N N 21 8SN C22 H96 SING N N 22 8SN C22 H97 SING N N 23 8SN C23 H23 SING N N 24 8SN C23 H95 SING N N 25 8SN C8 H8 SING N N 26 8SN CA HA SING N N 27 8SN C7 H7 SING N N 28 8SN C6 H6 SING N N 29 8SN C5 H5 SING N N 30 8SN C4 H41 SING N N 31 8SN C3 H32 SING N N 32 8SN C3 H31 SING N N 33 8SN C2 H22 SING N N 34 8SN C47 H47 SING N N 35 8SN C47 H93 SING N N 36 8SN C47 H94 SING N N 37 8SN OXT HXT SING N N 38 # 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 8SN InChI InChI 1.03 "InChI=1S/C13H18N2O3/c1-7-6-10(13(17)18)15-9(7)3-2-8-4-5-14-11(8)12(15)16/h2-3,7-11,14H,4-6H2,1H3,(H,17,18)/t7-,8+,9+,10+,11+/m1/s1" 8SN InChIKey InChI 1.03 PMVIXGKHVFHPBB-NMUGVGKYSA-N 8SN SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1C[C@H](N2[C@H]1C=C[C@H]3CCN[C@@H]3C2=O)C(O)=O" 8SN SMILES CACTVS 3.385 "C[CH]1C[CH](N2[CH]1C=C[CH]3CCN[CH]3C2=O)C(O)=O" 8SN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1C[C@H](N2[C@H]1C=C[C@H]3CCN[C@@H]3C2=O)C(=O)O" 8SN SMILES "OpenEye OEToolkits" 2.0.6 "CC1CC(N2C1C=CC3CCNC3C2=O)C(=O)O" # _pdbx_chem_comp_identifier.comp_id 8SN _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},11~{R},13~{S})-11-methyl-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 8SN "Create component" 2017-03-03 RCSB 8SN "Initial release" 2018-03-21 RCSB 8SN "Modify backbone" 2023-11-03 PDBE #