data_4KO # _chem_comp.id 4KO _chem_comp.name ;(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-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 "C15 H17 N7 O5 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Cefmetazole _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 471.534 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4KO _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 4KOS _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 4KO C1 C1 C 0 1 N N N -9.325 8.932 10.488 7.005 0.660 0.884 C1 4KO 1 4KO N1 N1 N 0 1 Y N N -10.018 9.125 9.224 6.286 -0.498 0.347 N1 4KO 2 4KO O1 O1 O 0 1 N N N -17.277 4.103 9.485 -1.970 2.482 -2.177 O1 4KO 3 4KO S1 S1 S 0 1 N N N -10.921 6.643 8.988 3.714 0.523 0.684 S1 4KO 4 4KO C2 C2 C 0 1 Y N N -10.690 8.239 8.563 4.946 -0.649 0.224 C2 4KO 5 4KO N2 N2 N 0 1 Y N N -11.156 8.889 7.486 4.738 -1.836 -0.304 N2 4KO 6 4KO O2 O2 O 0 1 N N N -14.348 -0.227 10.054 -2.082 -0.144 -0.323 O2 4KO 7 4KO S2 S2 S 0 1 N N N -14.338 -0.976 6.874 -3.351 -2.626 -0.096 S2 4KO 8 4KO C3 C3 C 0 1 N N N -12.207 6.176 7.779 2.222 -0.391 0.222 C3 4KO 9 4KO N3 N3 N 0 1 Y N N -10.673 10.143 7.541 5.853 -2.435 -0.520 N3 4KO 10 4KO O3 O3 O 0 1 N N N -15.908 1.931 11.494 -3.218 3.724 0.365 O3 4KO 11 4KO S3 S3 S 0 1 N N N -12.866 2.345 9.040 -1.156 0.947 2.160 S3 4KO 12 4KO C4 C4 C 0 1 N N N -12.940 5.103 8.489 1.006 0.442 0.534 C4 4KO 13 4KO N4 N4 N 0 1 Y N N -9.986 10.332 8.631 6.840 -1.688 -0.158 N4 4KO 14 4KO O4 O4 O 0 1 N N N -15.031 7.373 8.420 0.694 -0.121 -2.629 O4 4KO 15 4KO C5 C5 C 0 1 N N N -14.269 5.166 8.676 0.436 1.046 -0.497 C5 4KO 16 4KO N5 N5 N 0 1 N N N -14.909 4.121 9.370 -0.731 1.809 -0.318 N5 4KO 17 4KO O5 O5 O 0 1 N N N -16.081 5.825 7.316 1.820 1.752 -2.236 O5 4KO 18 4KO C6 C6 C 0 1 N N R -14.183 3.017 10.051 -1.276 2.321 0.965 C6 4KO 19 4KO N6 N6 N 0 1 N N N -15.845 1.232 9.196 -3.523 1.331 0.498 N6 4KO 20 4KO C7 C7 C 0 1 N N S -15.555 2.283 10.151 -2.601 2.440 0.242 C7 4KO 21 4KO N7 N7 N 0 1 N N N -17.100 -0.937 4.472 -3.771 -6.230 -0.387 N7 4KO 22 4KO C8 C8 C 0 1 N N N -16.151 3.642 9.669 -1.769 2.273 -1.000 C8 4KO 23 4KO C9 C9 C 0 1 N N N -15.241 0.039 9.240 -3.166 0.071 0.177 C9 4KO 24 4KO C10 C10 C 0 1 N N N -15.615 -0.926 8.146 -4.114 -1.070 0.440 C10 4KO 25 4KO C11 C11 C 0 1 N N N -15.042 -2.073 5.555 -4.622 -3.860 0.295 C11 4KO 26 4KO C12 C12 C 0 1 N N N -16.202 -1.470 4.937 -4.142 -5.198 -0.090 C12 4KO 27 4KO C13 C13 C 0 1 N N N -17.320 1.601 11.690 -4.519 3.801 -0.221 C13 4KO 28 4KO C14 C14 C 0 1 N N N -12.052 3.940 8.887 0.591 0.483 1.969 C14 4KO 29 4KO C15 C15 C 0 1 N N N -15.190 6.209 8.115 1.029 0.919 -1.840 C15 4KO 30 4KO H1 H1 H 0 1 N N N -8.843 9.874 10.790 7.144 0.535 1.958 H1 4KO 31 4KO H1A H1A H 0 1 N N N -10.047 8.626 11.259 7.978 0.740 0.399 H1A 4KO 32 4KO H1B H1B H 0 1 N N N -8.560 8.150 10.371 6.429 1.565 0.694 H1B 4KO 33 4KO H3 H3 H 0 1 N N N -12.867 7.026 7.553 2.247 -0.611 -0.846 H3 4KO 34 4KO H3A H3A H 0 1 N N N -11.759 5.802 6.847 2.178 -1.324 0.784 H3A 4KO 35 4KO HO4 HO4 H 0 1 N N N -15.671 7.910 7.967 1.109 -0.162 -3.502 HO4 4KO 36 4KO H6 H6 H 0 1 N N N -13.782 3.295 11.037 -0.841 3.256 1.317 H6 4KO 37 4KO HN6 HN6 H 0 1 N N N -16.520 1.405 8.479 -4.390 1.503 0.898 HN6 4KO 38 4KO H10 H10 H 0 1 N N N -16.564 -0.606 7.692 -5.039 -0.910 -0.114 H10 4KO 39 4KO H10A H10A H 0 0 N N N -15.735 -1.931 8.577 -4.334 -1.122 1.506 H10A 4KO 40 4KO H11 H11 H 0 1 N N N -14.275 -2.247 4.786 -4.829 -3.842 1.365 H11 4KO 41 4KO H11A H11A H 0 0 N N N -15.334 -3.033 6.005 -5.534 -3.629 -0.256 H11A 4KO 42 4KO H13 H13 H 0 1 N N N -17.494 1.345 12.746 -4.919 4.806 -0.086 H13 4KO 43 4KO H13A H13A H 0 0 N N N -17.940 2.467 11.415 -4.452 3.578 -1.286 H13A 4KO 44 4KO H13B H13B H 0 0 N N N -17.587 0.743 11.056 -5.179 3.080 0.261 H13B 4KO 45 4KO H14 H14 H 0 1 N N N -11.597 4.181 9.859 1.211 1.209 2.496 H14 4KO 46 4KO H14A H14A H 0 0 N N N -11.263 3.844 8.127 0.747 -0.501 2.411 H14A 4KO 47 # # 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 4KO N1 C1 SING N N 1 4KO C1 H1 SING N N 2 4KO C1 H1A SING N N 3 4KO C1 H1B SING N N 4 4KO C2 N1 SING Y N 5 4KO N4 N1 SING Y N 6 4KO O1 C8 DOUB N N 7 4KO C3 S1 SING N N 8 4KO C2 S1 SING N N 9 4KO N2 C2 DOUB Y N 10 4KO N2 N3 SING Y N 11 4KO C9 O2 DOUB N N 12 4KO C11 S2 SING N N 13 4KO S2 C10 SING N N 14 4KO C3 C4 SING N N 15 4KO C3 H3 SING N N 16 4KO C3 H3A SING N N 17 4KO N3 N4 DOUB Y N 18 4KO C7 O3 SING N N 19 4KO O3 C13 SING N N 20 4KO C14 S3 SING N N 21 4KO S3 C6 SING N N 22 4KO C4 C5 DOUB N N 23 4KO C4 C14 SING N N 24 4KO C15 O4 SING N N 25 4KO O4 HO4 SING N N 26 4KO C15 C5 SING N N 27 4KO C5 N5 SING N N 28 4KO N5 C8 SING N N 29 4KO N5 C6 SING N N 30 4KO O5 C15 DOUB N N 31 4KO C6 C7 SING N N 32 4KO C6 H6 SING N N 33 4KO N6 C9 SING N N 34 4KO N6 C7 SING N N 35 4KO N6 HN6 SING N N 36 4KO C8 C7 SING N N 37 4KO N7 C12 TRIP N N 38 4KO C10 C9 SING N N 39 4KO C10 H10 SING N N 40 4KO C10 H10A SING N N 41 4KO C12 C11 SING N N 42 4KO C11 H11 SING N N 43 4KO C11 H11A SING N N 44 4KO C13 H13 SING N N 45 4KO C13 H13A SING N N 46 4KO C13 H13B SING N N 47 4KO C14 H14 SING N N 48 4KO C14 H14A SING N N 49 # # 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 4KO SMILES ACDLabs 12.01 "N#CCSCC(=O)NC3(OC)C(=O)N2C(=C(CSc1nnnn1C)CSC23)C(=O)O" 4KO InChI InChI 1.03 "InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1" 4KO InChIKey InChI 1.03 SNBUBQHDYVFSQF-HIFRSBDPSA-N 4KO SMILES_CANONICAL CACTVS 3.370 "CO[C@]1(NC(=O)CSCC#N)[C@H]2SCC(=C(N2C1=O)C(O)=O)CSc3nnnn3C" 4KO SMILES CACTVS 3.370 "CO[C]1(NC(=O)CSCC#N)[CH]2SCC(=C(N2C1=O)C(O)=O)CSc3nnnn3C" 4KO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cn1c(nnn1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)O" 4KO SMILES "OpenEye OEToolkits" 1.7.6 "Cn1c(nnn1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC#N)OC)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 4KO "SYSTEMATIC NAME" ACDLabs 12.01 "(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" 4KO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6R,7S)-7-[2-(cyanomethylsulfanyl)ethanoylamino]-7-methoxy-3-[(1-methyl-1,2,3,4-tetrazol-5-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 4KO "Create component" 2013-05-13 RCSB 4KO "Initial release" 2013-06-05 RCSB 4KO "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4KO _pdbx_chem_comp_synonyms.name Cefmetazole _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##