data_KOV # _chem_comp.id KOV _chem_comp.name "(6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 N4 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Cefuroxime _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-13 _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 424.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KOV _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 ? _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 KOV S S S 0 1 N N N 16.546 2.486 8.915 0.515 0.775 -1.588 S KOV 1 KOV C1 C1 C 0 1 N N N 10.631 -1.496 10.652 -7.307 -0.950 0.475 C1 KOV 2 KOV N1 N1 N 0 1 N N N 12.572 -1.810 9.416 -5.297 0.336 0.477 N1 KOV 3 KOV O1 O1 O 0 1 N N N 12.074 -1.408 10.677 -5.920 -0.890 0.137 O1 KOV 4 KOV C2 C2 C 0 1 N N N 13.611 -1.134 9.081 -4.031 0.517 0.220 C2 KOV 5 KOV N2 N2 N 0 1 N N N 13.706 1.162 9.563 -1.887 -0.448 -0.476 N2 KOV 6 KOV O2 O2 O 0 1 Y N N 13.664 -2.480 7.119 -2.119 2.149 0.249 O2 KOV 7 KOV C3 C3 C 0 1 Y N N 14.217 -1.423 7.826 -3.410 1.829 0.470 C3 KOV 8 KOV N3 N3 N 0 1 N N N 14.506 4.162 9.378 0.860 -1.630 -0.518 N3 KOV 9 KOV O3 O3 O 0 1 N N N 15.017 -0.213 10.762 -3.751 -1.645 -0.630 O3 KOV 10 KOV C4 C4 C 0 1 Y N N 15.246 -0.895 7.123 -4.040 2.932 0.965 C4 KOV 11 KOV N4 N4 N 0 1 N N N 19.726 8.172 9.047 6.405 2.802 -0.091 N4 KOV 12 KOV O4 O4 O 0 1 N N N 12.167 3.935 9.533 -0.463 -3.190 0.602 O4 KOV 13 KOV C5 C5 C 0 1 Y N N 15.357 -1.678 5.933 -3.073 3.951 1.039 C5 KOV 14 KOV O5 O5 O 0 1 N N N 18.025 6.912 8.581 4.647 1.272 -0.195 O5 KOV 15 KOV C6 C6 C 0 1 Y N N 14.413 -2.573 5.959 -1.912 3.430 0.591 C6 KOV 16 KOV O6 O6 O 0 1 N N N 18.175 8.873 7.464 6.555 0.786 0.827 O6 KOV 17 KOV C7 C7 C 0 1 N N N 14.200 -0.022 9.879 -3.218 -0.597 -0.323 C7 KOV 18 KOV O7 O7 O 0 1 N N N 14.054 7.387 8.467 3.969 -1.959 1.491 O7 KOV 19 KOV C8 C8 C 0 1 N N R 14.020 2.378 10.291 -1.102 -1.501 -1.124 C8 KOV 20 KOV O8 O8 O 0 1 N N N 13.106 5.759 7.338 2.251 -3.335 1.200 O8 KOV 21 KOV C9 C9 C 0 1 N N R 15.326 3.135 10.055 0.210 -1.020 -1.704 C9 KOV 22 KOV C10 C10 C 0 1 N N N 13.342 3.643 9.684 -0.239 -2.289 -0.179 C10 KOV 23 KOV C11 C11 C 0 1 N N N 15.047 5.238 8.610 2.143 -1.346 -0.014 C11 KOV 24 KOV C12 C12 C 0 1 N N N 16.319 5.217 8.339 2.773 -0.241 -0.386 C12 KOV 25 KOV C13 C13 C 0 1 N N N 17.315 4.124 8.608 2.318 0.798 -1.357 C13 KOV 26 KOV C14 C14 C 0 1 N N N 16.980 6.399 7.637 4.118 -0.004 0.252 C14 KOV 27 KOV C15 C15 C 0 1 N N N 18.619 8.061 8.286 5.893 1.591 0.203 C15 KOV 28 KOV C16 C16 C 0 1 N N N 14.012 6.179 8.081 2.786 -2.278 0.929 C16 KOV 29 KOV H1 H1 H 0 1 N N N 10.227 -1.186 11.627 -7.711 -1.919 0.182 H1 KOV 30 KOV H1A H1A H 0 1 N N N 10.237 -0.835 9.866 -7.425 -0.818 1.550 H1A KOV 31 KOV H1B H1B H 0 1 N N N 10.331 -2.534 10.444 -7.844 -0.160 -0.050 H1B KOV 32 KOV HN2 HN2 H 0 1 N N N 13.084 1.224 8.782 -1.450 0.357 -0.157 HN2 KOV 33 KOV H4 H4 H 0 1 N N N 15.859 -0.052 7.405 -5.080 3.009 1.245 H4 KOV 34 KOV HN4 HN4 H 0 1 N N N 20.298 8.990 8.981 7.273 3.059 0.257 HN4 KOV 35 KOV HN4A HN4A H 0 0 N N N 19.975 7.437 9.677 5.906 3.417 -0.651 HN4A KOV 36 KOV H5 H5 H 0 1 N N N 16.092 -1.550 5.152 -3.230 4.961 1.388 H5 KOV 37 KOV H6 H6 H 0 1 N N N 14.237 -3.296 5.176 -0.971 3.956 0.520 H6 KOV 38 KOV HO7 HO7 H 0 1 N N N 13.316 7.862 8.103 4.388 -2.632 2.044 HO7 KOV 39 KOV H8 H8 H 0 1 N N N 13.797 2.293 11.365 -1.690 -2.114 -1.807 H8 KOV 40 KOV H9 H9 H 0 1 N N N 15.815 3.475 10.980 0.491 -1.456 -2.663 H9 KOV 41 KOV H13 H13 H 0 1 N N N 17.980 4.038 7.736 2.801 0.619 -2.318 H13 KOV 42 KOV H13A H13A H 0 0 N N N 17.905 4.402 9.493 2.616 1.780 -0.991 H13A KOV 43 KOV H14 H14 H 0 1 N N N 16.237 7.183 7.428 4.802 -0.802 -0.036 H14 KOV 44 KOV H14A H14A H 0 0 N N N 17.444 6.072 6.695 4.009 0.008 1.336 H14A KOV 45 # # 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 KOV S C9 SING N N 1 KOV C1 O1 SING N N 2 KOV C1 H1 SING N N 3 KOV C1 H1A SING N N 4 KOV C1 H1B SING N N 5 KOV N1 O1 SING N N 6 KOV C2 N1 DOUB N Z 7 KOV C2 C7 SING N N 8 KOV N2 C7 SING N N 9 KOV N2 C8 SING N N 10 KOV N2 HN2 SING N N 11 KOV O2 C3 SING Y N 12 KOV C3 C2 SING N N 13 KOV N3 C10 SING N N 14 KOV N3 C9 SING N N 15 KOV C4 C3 DOUB Y N 16 KOV C4 H4 SING N N 17 KOV N4 HN4 SING N N 18 KOV N4 HN4A SING N N 19 KOV O4 C10 DOUB N N 20 KOV C5 C4 SING Y N 21 KOV C5 C6 DOUB Y N 22 KOV C5 H5 SING N N 23 KOV C6 O2 SING Y N 24 KOV C6 H6 SING N N 25 KOV O6 C15 DOUB N N 26 KOV C7 O3 DOUB N N 27 KOV O7 HO7 SING N N 28 KOV C8 H8 SING N N 29 KOV O8 C16 DOUB N N 30 KOV C9 C8 SING N N 31 KOV C9 H9 SING N N 32 KOV C10 C8 SING N N 33 KOV C11 N3 SING N N 34 KOV C12 C11 DOUB N N 35 KOV C12 C13 SING N N 36 KOV C13 S SING N N 37 KOV C13 H13 SING N N 38 KOV C13 H13A SING N N 39 KOV C14 O5 SING N N 40 KOV C14 C12 SING N N 41 KOV C14 H14 SING N N 42 KOV C14 H14A SING N N 43 KOV C15 N4 SING N N 44 KOV C15 O5 SING N N 45 KOV C16 O7 SING N N 46 KOV C16 C11 SING N N 47 # # 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 KOV SMILES ACDLabs 12.01 "O=C(O)C=2N3C(=O)C(NC(=O)C(=N\OC)/c1occc1)C3SCC=2COC(=O)N" KOV InChI InChI 1.03 "InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1" KOV InChIKey InChI 1.03 JFPVXVDWJQMJEE-IZRZKJBUSA-N KOV SMILES_CANONICAL CACTVS 3.370 "CO/N=C(C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)COC(N)=O)/c3occc3" KOV SMILES CACTVS 3.370 "CON=C(C(=O)N[CH]1[CH]2SCC(=C(N2C1=O)C(O)=O)COC(N)=O)c3occc3" KOV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CO/N=C(/c1ccco1)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O" KOV SMILES "OpenEye OEToolkits" 1.7.6 "CON=C(c1ccco1)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)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 KOV "SYSTEMATIC NAME" ACDLabs 12.01 "(6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" KOV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6R,7R)-3-(aminocarbonyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyimino-ethanoyl]amino]-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 KOV "Create component" 2013-05-13 RCSB KOV "Initial release" 2013-06-05 RCSB KOV "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KOV _pdbx_chem_comp_synonyms.name Cefuroxime _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##