data_1W8 # _chem_comp.id 1W8 _chem_comp.name Ceftaroline _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N8 O5 S4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2012-12-13 _chem_comp.pdbx_modified_date 2014-09-05 _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 605.713 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1W8 _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 3ZFZ _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 1W8 N N N 0 1 N N N 17.330 24.204 26.732 5.770 -1.898 0.579 N 1W8 1 1W8 C C C 0 1 N N N 20.000 25.684 27.249 9.207 -0.754 1.411 C 1W8 2 1W8 O O O 0 1 N N N 17.764 25.296 27.528 6.893 -1.060 0.782 O 1W8 3 1W8 C1 C1 C 0 1 N N N 19.031 24.957 28.087 8.062 -1.753 1.226 C1 1W8 4 1W8 N1 N1 N 0 1 Y N N 14.410 22.721 25.573 2.399 -1.803 -0.674 N1 1W8 5 1W8 O1 O1 O 0 1 N N N 14.296 25.533 26.856 5.464 0.802 0.204 O1 1W8 6 1W8 S1 S1 S 0 1 N N N 15.011 29.423 24.759 1.046 1.059 -2.081 S1 1W8 7 1W8 C2 C2 C 0 1 N N N 16.202 24.301 26.132 4.643 -1.388 0.175 C2 1W8 8 1W8 N2 N2 N 0 1 Y N N 16.242 22.899 24.118 3.558 -3.576 0.083 N2 1W8 9 1W8 O2 O2 O 0 1 N N N 18.494 26.464 23.619 2.672 3.178 1.651 O2 1W8 10 1W8 S2 S2 S 0 1 N N N 17.629 32.104 22.334 -2.669 2.845 -0.659 S2 1W8 11 1W8 C3 C3 C 0 1 Y N N 15.584 23.277 25.264 3.502 -2.276 -0.148 C3 1W8 12 1W8 N3 N3 N 0 1 N N N 15.881 21.407 22.351 2.318 -5.644 -0.092 N3 1W8 13 1W8 O3 O3 O 0 1 N N N 19.979 29.505 22.159 -1.808 4.016 1.176 O3 1W8 14 1W8 S3 S3 S 0 1 Y N N 18.609 33.084 25.056 -2.082 -0.194 -0.194 S3 1W8 15 1W8 C4 C4 C 0 1 Y N N 15.526 21.988 23.500 2.496 -4.280 -0.237 C4 1W8 16 1W8 N4 N4 N 0 1 N N N 15.930 26.629 25.731 3.302 0.615 -0.270 N4 1W8 17 1W8 O4 O4 O 0 1 N N N 18.565 28.391 20.847 0.248 4.544 1.840 O4 1W8 18 1W8 C5 C5 C 0 1 N N N 15.382 25.537 26.278 4.500 0.080 0.038 C5 1W8 19 1W8 N5 N5 N 0 1 N N N 17.099 28.369 23.442 1.279 2.905 -0.186 N5 1W8 20 1W8 C6 C6 C 0 1 N N R 16.044 26.781 24.293 3.184 2.055 -0.514 C6 1W8 21 1W8 N6 N6 N 0 1 Y N N 16.586 34.039 23.783 -4.390 0.793 -0.150 N6 1W8 22 1W8 C7 C7 C 0 1 N N R 15.666 28.159 23.667 2.013 2.446 -1.396 C7 1W8 23 1W8 N7 N7 N 1 1 Y N N 13.908 37.836 25.789 -8.411 -2.140 0.720 N7 1W8 24 1W8 C8 C8 C 0 1 N N N 17.452 27.078 23.750 2.390 2.801 0.533 C8 1W8 25 1W8 C9 C9 C 0 1 N N N 17.689 29.447 22.757 -0.107 3.129 -0.060 C9 1W8 26 1W8 C10 C10 C 0 1 N N N 17.090 30.620 23.053 -0.951 2.594 -0.961 C10 1W8 27 1W8 C11 C11 C 0 1 N N N 15.933 30.784 24.000 -0.605 1.812 -2.185 C11 1W8 28 1W8 C12 C12 C 0 1 Y N N 17.526 33.137 23.705 -3.167 1.187 -0.330 C12 1W8 29 1W8 C13 C13 C 0 1 Y N N 16.687 34.759 24.965 -4.577 -0.498 0.087 C13 1W8 30 1W8 C14 C14 C 0 1 Y N N 17.717 34.373 25.761 -3.460 -1.248 0.113 C14 1W8 31 1W8 C15 C15 C 0 1 Y N N 15.718 35.831 25.253 -5.924 -1.075 0.310 C15 1W8 32 1W8 C16 C16 C 0 1 Y N N 15.215 36.013 26.534 -7.066 -0.267 0.277 C16 1W8 33 1W8 C17 C17 C 0 1 Y N N 14.316 37.016 26.778 -8.300 -0.845 0.489 C17 1W8 34 1W8 C18 C18 C 0 1 Y N N 14.384 37.676 24.538 -7.360 -2.937 0.760 C18 1W8 35 1W8 C19 C19 C 0 1 Y N N 15.284 36.688 24.249 -6.089 -2.441 0.559 C19 1W8 36 1W8 C20 C20 C 0 1 N N N 12.936 38.911 26.077 -9.742 -2.709 0.946 C20 1W8 37 1W8 C21 C21 C 0 1 N N N 18.840 29.087 21.851 -0.607 3.912 1.008 C21 1W8 38 1W8 S S S 0 1 Y N N 14.009 21.616 24.388 1.373 -3.142 -0.878 S 1W8 39 1W8 HC1 HC1 H 0 1 N N N 21.020 25.482 27.608 8.922 -0.009 2.153 HC1 1W8 40 1W8 HC2 HC2 H 0 1 N N N 19.906 25.349 26.205 10.098 -1.282 1.749 HC2 1W8 41 1W8 HC3 HC3 H 0 1 N N N 19.798 26.764 27.308 9.415 -0.261 0.461 HC3 1W8 42 1W8 H11C H11C H 0 0 N N N 19.204 23.872 28.032 8.347 -2.498 0.483 H11C 1W8 43 1W8 H12C H12C H 0 0 N N N 19.096 25.286 29.134 7.854 -2.246 2.175 H12C 1W8 44 1W8 H7 H7 H 0 1 N N N 15.052 28.079 22.758 2.226 3.230 -2.123 H7 1W8 45 1W8 H111 H111 H 0 0 N N N 15.185 31.374 23.450 -0.637 2.477 -3.049 H111 1W8 46 1W8 H112 H112 H 0 0 N N N 16.323 31.378 24.840 -1.345 1.023 -2.322 H112 1W8 47 1W8 H31N H31N H 0 0 N N N 16.761 21.774 22.049 3.028 -6.188 0.285 H31N 1W8 48 1W8 H32N H32N H 0 0 N N N 15.961 20.420 22.488 1.484 -6.056 -0.366 H32N 1W8 49 1W8 H14 H14 H 0 1 N N N 17.947 34.820 26.717 -3.416 -2.312 0.290 H14 1W8 50 1W8 H4 H4 H 0 1 N N N 16.269 27.357 26.327 2.519 0.047 -0.330 H4 1W8 51 1W8 H6 H6 H 0 1 N N N 15.570 25.956 23.742 4.128 2.527 -0.784 H6 1W8 52 1W8 HA HA H 0 1 N N N 19.357 28.226 20.349 -0.183 4.991 2.582 HA 1W8 53 1W8 H17 H17 H 0 1 N N N 13.928 37.152 27.777 -9.187 -0.230 0.466 H17 1W8 54 1W8 H18 H18 H 0 1 N N N 14.050 38.338 23.753 -7.497 -3.990 0.952 H18 1W8 55 1W8 H201 H201 H 0 0 N N N 12.725 39.472 25.155 -10.170 -3.022 -0.007 H201 1W8 56 1W8 H202 H202 H 0 0 N N N 12.004 38.470 26.459 -9.661 -3.571 1.608 H202 1W8 57 1W8 H203 H203 H 0 0 N N N 13.356 39.592 26.832 -10.386 -1.958 1.404 H203 1W8 58 1W8 H16 H16 H 0 1 N N N 15.533 35.364 27.337 -6.983 0.793 0.089 H16 1W8 59 1W8 H19 H19 H 0 1 N N N 15.657 36.574 23.242 -5.233 -3.099 0.592 H19 1W8 60 # 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 1W8 N O SING N N 1 1W8 N C2 DOUB N Z 2 1W8 C C1 SING N N 3 1W8 O C1 SING N N 4 1W8 N1 C3 DOUB Y N 5 1W8 N1 S SING Y N 6 1W8 O1 C5 DOUB N N 7 1W8 S1 C7 SING N N 8 1W8 S1 C11 SING N N 9 1W8 C2 C3 SING N N 10 1W8 C2 C5 SING N N 11 1W8 N2 C3 SING Y N 12 1W8 N2 C4 DOUB Y N 13 1W8 O2 C8 DOUB N N 14 1W8 S2 C10 SING N N 15 1W8 S2 C12 SING N N 16 1W8 N3 C4 SING N N 17 1W8 O3 C21 DOUB N N 18 1W8 S3 C12 SING Y N 19 1W8 S3 C14 SING Y N 20 1W8 C4 S SING Y N 21 1W8 N4 C5 SING N N 22 1W8 N4 C6 SING N N 23 1W8 O4 C21 SING N N 24 1W8 N5 C7 SING N N 25 1W8 N5 C8 SING N N 26 1W8 N5 C9 SING N N 27 1W8 C6 C7 SING N N 28 1W8 C6 C8 SING N N 29 1W8 N6 C12 DOUB Y N 30 1W8 N6 C13 SING Y N 31 1W8 N7 C17 SING Y N 32 1W8 N7 C18 DOUB Y N 33 1W8 N7 C20 SING N N 34 1W8 C9 C10 DOUB N N 35 1W8 C9 C21 SING N N 36 1W8 C10 C11 SING N N 37 1W8 C13 C14 DOUB Y N 38 1W8 C13 C15 SING N N 39 1W8 C15 C16 SING Y N 40 1W8 C15 C19 DOUB Y N 41 1W8 C16 C17 DOUB Y N 42 1W8 C18 C19 SING Y N 43 1W8 C HC1 SING N N 44 1W8 C HC2 SING N N 45 1W8 C HC3 SING N N 46 1W8 C1 H11C SING N N 47 1W8 C1 H12C SING N N 48 1W8 C7 H7 SING N N 49 1W8 C11 H111 SING N N 50 1W8 C11 H112 SING N N 51 1W8 N3 H31N SING N N 52 1W8 N3 H32N SING N N 53 1W8 C14 H14 SING N N 54 1W8 N4 H4 SING N N 55 1W8 C6 H6 SING N N 56 1W8 O4 HA SING N N 57 1W8 C17 H17 SING N N 58 1W8 C18 H18 SING N N 59 1W8 C20 H201 SING N N 60 1W8 C20 H202 SING N N 61 1W8 C20 H203 SING N N 62 1W8 C16 H16 SING N N 63 1W8 C19 H19 SING N N 64 # 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 1W8 SMILES ACDLabs 12.01 "O=C(O)C=4N5C(=O)C(NC(=O)C(=N\OCC)/c1nc(sn1)N)C5SCC=4Sc3nc(c2cc[n+](cc2)C)cs3" 1W8 InChI InChI 1.03 "InChI=1S/C22H20N8O5S4/c1-3-35-27-13(16-26-21(23)39-28-16)17(31)25-14-18(32)30-15(20(33)34)12(9-36-19(14)30)38-22-24-11(8-37-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H3-,23,25,26,28,31,33,34)/p+1/b27-13-/t14-,19-/m1/s1" 1W8 InChIKey InChI 1.03 RGFBRLNVZCCMSV-BIRGHMBHSA-O 1W8 SMILES_CANONICAL CACTVS 3.385 "CCO\N=C(C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)Sc3scc(n3)c4cc[n+](C)cc4)\c5nsc(N)n5" 1W8 SMILES CACTVS 3.385 "CCON=C(C(=O)N[CH]1[CH]2SCC(=C(N2C1=O)C(O)=O)Sc3scc(n3)c4cc[n+](C)cc4)c5nsc(N)n5" 1W8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCO/N=C(/c1nc(sn1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)Sc4nc(cs4)c5cc[n+](cc5)C)C(=O)O" 1W8 SMILES "OpenEye OEToolkits" 1.9.2 "CCON=C(c1nc(sn1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)Sc4nc(cs4)c5cc[n+](cc5)C)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 1W8 "SYSTEMATIC NAME" ACDLabs 12.01 "4-(2-{[(6R,7R)-7-{[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetyl]amino}-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]sulfanyl}-1,3-thiazol-4-yl)-1-methylpyridinium" 1W8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(6R,7R)-7-[[(2Z)-2-(5-azanyl-1,2,4-thiadiazol-3-yl)-2-ethoxyimino-ethanoyl]amino]-3-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-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 1W8 "Create component" 2012-12-13 EBI 1W8 "Other modification" 2013-02-06 EBI 1W8 "Initial release" 2013-10-09 RCSB 1W8 "Modify descriptor" 2014-09-05 RCSB #