data_9F2 # _chem_comp.id 9F2 _chem_comp.name Ceftriaxone _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 N8 O7 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-15 _chem_comp.pdbx_modified_date 2017-06-09 _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 554.580 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9F2 _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 5NZW _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.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 9F2 C1 C1 C 0 1 N N R 7.470 19.962 20.729 -0.593 -1.517 -1.355 C1 9F2 1 9F2 S1 S1 S 0 1 N N N 8.603 19.951 22.022 -0.308 0.147 -2.046 S1 9F2 2 9F2 C2 C2 C 0 1 N N N 7.459 19.663 23.383 1.500 0.274 -1.886 C2 9F2 3 9F2 C3 C3 C 0 1 N N N 6.205 18.883 23.039 1.987 -0.233 -0.568 C3 9F2 4 9F2 C4 C4 C 0 1 N N N 5.879 17.931 24.167 3.341 0.262 -0.131 C4 9F2 5 9F2 S2 S2 S 0 1 N N N 5.304 18.817 25.666 4.630 -0.620 -1.045 S2 9F2 6 9F2 C5 C5 C 0 1 N N N 6.332 18.230 26.958 6.025 0.114 -0.375 C5 9F2 7 9F2 N1 N1 N 0 1 N N N 6.621 16.964 27.056 5.875 1.050 0.550 N1 9F2 8 9F2 C6 C6 C 0 1 N N N 7.413 16.504 28.087 6.932 1.649 1.100 C6 9F2 9 9F2 O1 O1 O 0 1 N N N 7.635 15.280 28.107 6.781 2.507 1.949 O1 9F2 10 9F2 C7 C7 C 0 1 N N N 7.916 17.354 29.051 8.306 1.250 0.659 C7 9F2 11 9F2 O2 O2 O 0 1 N N N 8.619 16.958 29.967 9.292 1.773 1.137 O2 9F2 12 9F2 N2 N2 N 0 1 N N N 7.605 18.693 28.955 8.418 0.290 -0.288 N2 9F2 13 9F2 N3 N3 N 0 1 N N N 6.788 19.143 27.879 7.250 -0.287 -0.806 N3 9F2 14 9F2 C8 C8 C 0 1 N N N 6.488 20.580 27.821 7.351 -1.331 -1.828 C8 9F2 15 9F2 C9 C9 C 0 1 N N N 5.484 19.076 21.914 1.376 -1.064 0.266 C9 9F2 16 9F2 N4 N4 N 0 1 N N N 6.123 19.689 20.817 0.091 -1.536 -0.034 N4 9F2 17 9F2 C10 C10 C 0 1 N N N 5.870 20.233 19.542 -1.027 -1.961 0.543 C10 9F2 18 9F2 O3 O3 O 0 1 N N N 4.849 20.548 18.968 -1.253 -2.399 1.651 O3 9F2 19 9F2 C11 C11 C 0 1 N N R 7.387 20.285 19.234 -1.922 -1.713 -0.648 C11 9F2 20 9F2 N5 N5 N 0 1 N N N 8.095 21.489 18.843 -2.738 -0.501 -0.549 N5 9F2 21 9F2 C12 C12 C 0 1 N N N 7.822 22.726 19.301 -4.054 -0.595 -0.271 C12 9F2 22 9F2 O4 O4 O 0 1 N N N 6.799 23.005 19.925 -4.562 -1.685 -0.102 O4 9F2 23 9F2 C13 C13 C 0 1 N N N 8.805 23.836 19.038 -4.879 0.632 -0.171 C13 9F2 24 9F2 N6 N6 N 0 1 N N N 10.068 23.724 19.254 -4.333 1.801 -0.352 N6 9F2 25 9F2 O5 O5 O 0 1 N N N 10.605 24.873 19.869 -5.144 2.962 -0.395 O5 9F2 26 9F2 C14 C14 C 0 1 N N N 11.569 25.493 19.007 -4.414 4.173 -0.599 C14 9F2 27 9F2 C15 C15 C 0 1 Y N N 8.269 25.001 18.310 -6.322 0.529 0.135 C15 9F2 28 9F2 C16 C16 C 0 1 Y N N 8.417 26.290 18.682 -7.070 1.601 0.462 C16 9F2 29 9F2 S3 S3 S 0 1 Y N N 7.847 27.335 17.435 -8.721 1.058 0.747 S3 9F2 30 9F2 C17 C17 C 0 1 Y N N 7.434 25.925 16.495 -8.242 -0.599 0.390 C17 9F2 31 9F2 N7 N7 N 0 1 N N N 7.052 26.033 15.205 -9.086 -1.696 0.408 N7 9F2 32 9F2 N8 N8 N 0 1 Y N N 7.539 24.798 17.151 -6.979 -0.631 0.100 N8 9F2 33 9F2 C18 C18 C 0 1 N N N 4.023 18.703 21.684 2.049 -1.491 1.506 C18 9F2 34 9F2 O6 O6 O 0 1 N N N 3.669 18.413 20.522 2.464 -2.628 1.611 O6 9F2 35 9F2 O7 O7 O 0 1 N N N 3.256 18.722 22.669 2.203 -0.621 2.523 O7 9F2 36 9F2 H1 H1 H 0 1 N N N 7.689 18.907 20.507 -0.306 -2.325 -2.028 H1 9F2 37 9F2 H2 H2 H 0 1 N N N 7.998 19.107 24.165 1.967 -0.306 -2.682 H2 9F2 38 9F2 H3 H3 H 0 1 N N N 7.150 20.643 23.776 1.792 1.318 -1.991 H3 9F2 39 9F2 H5 H5 H 0 1 N N N 5.087 17.244 23.835 3.420 1.331 -0.332 H5 9F2 40 9F2 H6 H6 H 0 1 N N N 6.782 17.355 24.419 3.466 0.084 0.937 H6 9F2 41 9F2 H7 H7 H 0 1 N N N 7.949 19.342 29.634 9.290 0.005 -0.601 H7 9F2 42 9F2 H8 H8 H 0 1 N N N 6.968 21.090 28.669 7.353 -0.873 -2.817 H8 9F2 43 9F2 H9 H9 H 0 1 N N N 6.872 20.997 26.878 8.276 -1.890 -1.686 H9 9F2 44 9F2 H10 H10 H 0 1 N N N 5.399 20.730 27.872 6.501 -2.007 -1.742 H10 9F2 45 9F2 H12 H12 H 0 1 N N N 7.688 19.416 18.630 -2.483 -2.587 -0.979 H12 9F2 46 9F2 H13 H13 H 0 1 N N N 8.841 21.394 18.184 -2.332 0.370 -0.684 H13 9F2 47 9F2 H14 H14 H 0 1 N N N 11.980 26.387 19.499 -5.106 5.015 -0.621 H14 9F2 48 9F2 H15 H15 H 0 1 N N N 12.383 24.784 18.797 -3.701 4.309 0.214 H15 9F2 49 9F2 H16 H16 H 0 1 N N N 11.084 25.784 18.064 -3.878 4.119 -1.547 H16 9F2 50 9F2 H18 H18 H 0 1 N N N 8.832 26.619 19.623 -6.716 2.619 0.538 H18 9F2 51 9F2 H21 H21 H 0 1 N N N 6.864 25.123 14.835 -8.742 -2.576 0.191 H21 9F2 52 9F2 H22 H22 H 0 1 N N N 6.225 26.593 15.148 -10.022 -1.584 0.637 H22 9F2 53 9F2 H26 H26 H 0 1 N N N 2.379 18.484 22.392 2.650 -0.947 3.316 H26 9F2 54 # 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 9F2 N7 C17 SING N N 1 9F2 C17 N8 DOUB Y N 2 9F2 C17 S3 SING Y N 3 9F2 N8 C15 SING Y N 4 9F2 S3 C16 SING Y N 5 9F2 C15 C16 DOUB Y N 6 9F2 C15 C13 SING N N 7 9F2 N5 C11 SING N N 8 9F2 N5 C12 SING N N 9 9F2 O3 C10 DOUB N N 10 9F2 C14 O5 SING N N 11 9F2 C13 N6 DOUB N E 12 9F2 C13 C12 SING N N 13 9F2 C11 C10 SING N N 14 9F2 C11 C1 SING N N 15 9F2 N6 O5 SING N N 16 9F2 C12 O4 DOUB N N 17 9F2 C10 N4 SING N N 18 9F2 O6 C18 DOUB N N 19 9F2 C1 N4 SING N N 20 9F2 C1 S1 SING N N 21 9F2 N4 C9 SING N N 22 9F2 C18 C9 SING N N 23 9F2 C18 O7 SING N N 24 9F2 C9 C3 DOUB N N 25 9F2 S1 C2 SING N N 26 9F2 C3 C2 SING N N 27 9F2 C3 C4 SING N N 28 9F2 C4 S2 SING N N 29 9F2 S2 C5 SING N N 30 9F2 C5 N1 DOUB N N 31 9F2 C5 N3 SING N N 32 9F2 N1 C6 SING N N 33 9F2 C8 N3 SING N N 34 9F2 N3 N2 SING N N 35 9F2 C6 O1 DOUB N N 36 9F2 C6 C7 SING N N 37 9F2 N2 C7 SING N N 38 9F2 C7 O2 DOUB N N 39 9F2 C1 H1 SING N N 40 9F2 C2 H2 SING N N 41 9F2 C2 H3 SING N N 42 9F2 C4 H5 SING N N 43 9F2 C4 H6 SING N N 44 9F2 N2 H7 SING N N 45 9F2 C8 H8 SING N N 46 9F2 C8 H9 SING N N 47 9F2 C8 H10 SING N N 48 9F2 C11 H12 SING N N 49 9F2 N5 H13 SING N N 50 9F2 C14 H14 SING N N 51 9F2 C14 H15 SING N N 52 9F2 C14 H16 SING N N 53 9F2 C16 H18 SING N N 54 9F2 N7 H21 SING N N 55 9F2 N7 H22 SING N N 56 9F2 O7 H26 SING N N 57 # 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 9F2 InChI InChI 1.03 "InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8+/t9-,15-/m1/s1" 9F2 InChIKey InChI 1.03 VAAUVRVFOQPIGI-TYHRLYECSA-N 9F2 SMILES_CANONICAL CACTVS 3.385 "CO/N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)CSC3=NC(=O)C(=O)NN3C)c4csc(N)n4" 9F2 SMILES CACTVS 3.385 "CON=C(C(=O)N[CH]1[CH]2SCC(=C(N2C1=O)C(O)=O)CSC3=NC(=O)C(=O)NN3C)c4csc(N)n4" 9F2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C([C@@H](C3=O)NC(=O)C(=NOC)c4csc(n4)N)SC2)C(=O)O" 9F2 SMILES "OpenEye OEToolkits" 2.0.6 "CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)c4csc(n4)N)SC2)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 9F2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(7~{R})-7-[[2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-3-[[2-methyl-5,6-bis(oxidanylidene)-1~{H}-1,2,4-triazin-3-yl]sulfanylmethyl]-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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 9F2 "Create component" 2017-05-15 RCSB 9F2 "Modify formula" 2017-05-16 EBI 9F2 "Other modification" 2017-06-03 EBI 9F2 "Initial release" 2017-06-14 RCSB #