data_CXU # _chem_comp.id CXU _chem_comp.name "CLOXACILLIN (OPEN FORM)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C19 H20 Cl N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R,4S)-2-[(1R)-1-({[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-16 _chem_comp.pdbx_modified_date 2021-03-13 _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 437.897 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CXU _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 1FCM _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 CXU CL CL CL 0 0 N N N 80.626 8.785 30.617 -5.553 -1.292 -1.185 CL CXU 1 CXU C1 C1 C 0 1 N N N 77.035 4.429 29.214 1.903 2.331 1.398 C1 CXU 2 CXU O1 O1 O 0 1 N N N 77.830 3.560 28.976 1.361 3.304 0.932 O1 CXU 3 CXU C2 C2 C 0 1 N N R 77.481 5.867 29.458 1.307 0.963 1.187 C2 CXU 4 CXU N2 N2 N 0 1 N N N 78.811 5.940 30.123 0.079 1.082 0.398 N2 CXU 5 CXU C3 C3 C 0 1 N N R 77.368 6.626 28.062 2.309 0.079 0.442 C3 CXU 6 CXU S4 S4 S 0 1 N N N 78.884 7.420 27.490 2.843 0.867 -1.135 S4 CXU 7 CXU C5 C5 C 0 1 N N N 78.881 6.619 25.857 4.483 0.039 -1.174 C5 CXU 8 CXU C6 C6 C 0 1 N N S 78.020 5.356 26.110 4.685 -0.430 0.279 C6 CXU 9 CXU N7 N7 N 0 1 N N N 76.909 5.800 26.927 3.605 0.002 1.173 N7 CXU 10 CXU C8 C8 C 0 1 N N N 77.526 4.622 24.881 4.758 -1.935 0.299 C8 CXU 11 CXU C21 C21 C 0 1 N N N 79.008 5.732 31.267 -1.091 1.355 1.009 C21 CXU 12 CXU O21 O21 O 0 1 N N N 78.076 5.695 32.103 -1.127 1.504 2.215 O21 CXU 13 CXU C22 C22 C 0 1 Y N N 80.412 5.499 31.744 -2.326 1.475 0.215 C22 CXU 14 CXU C23 C23 C 0 1 Y N N 80.951 4.919 32.844 -2.862 2.594 -0.370 C23 CXU 15 CXU O24 O24 O 0 1 Y N N 82.260 4.878 32.955 -3.984 2.205 -0.980 O24 CXU 16 CXU N25 N25 N 0 1 Y N N 82.741 5.513 31.801 -4.212 1.026 -0.856 N25 CXU 17 CXU C26 C26 C 0 1 Y N N 81.701 5.874 31.080 -3.291 0.418 -0.153 C26 CXU 18 CXU C27 C27 C 0 1 N N N 80.074 4.317 33.926 -2.296 3.990 -0.331 C27 CXU 19 CXU C28 C28 C 0 1 Y N N 82.127 6.578 29.791 -3.230 -1.021 0.200 C28 CXU 20 CXU C29 C29 C 0 1 Y N N 81.685 7.917 29.493 -4.231 -1.891 -0.232 C29 CXU 21 CXU C30 C30 C 0 1 Y N N 82.073 8.564 28.323 -4.169 -3.230 0.100 C30 CXU 22 CXU C31 C31 C 0 1 Y N N 82.922 7.894 27.411 -3.117 -3.708 0.860 C31 CXU 23 CXU C32 C32 C 0 1 Y N N 83.364 6.557 27.690 -2.122 -2.850 1.291 C32 CXU 24 CXU C33 C33 C 0 1 Y N N 82.966 5.902 28.884 -2.170 -1.511 0.960 C33 CXU 25 CXU C51 C51 C 0 1 N N N 80.354 6.317 25.479 5.577 1.029 -1.578 C51 CXU 26 CXU C52 C52 C 0 1 N N N 78.303 7.605 24.809 4.459 -1.158 -2.128 C52 CXU 27 CXU O81 O81 O 0 1 N N N 76.359 4.810 24.499 5.901 -2.556 -0.032 O81 CXU 28 CXU O82 O82 O 0 1 N N N 78.283 3.840 24.286 3.788 -2.583 0.614 O82 CXU 29 CXU H1 H1 H 0 1 N Y N 75.983 4.187 29.256 2.818 2.440 1.962 H1 CXU 30 CXU H2 H2 H 0 1 N N N 76.830 6.379 30.182 1.076 0.514 2.154 H2 CXU 31 CXU HN2 HN2 H 0 1 N N N 79.598 6.184 29.556 0.107 0.963 -0.564 HN2 CXU 32 CXU H3 H3 H 0 1 N N N 76.610 7.378 28.326 1.897 -0.914 0.265 H3 CXU 33 CXU H6 H6 H 0 1 N N N 78.656 4.602 26.597 5.628 -0.030 0.650 H6 CXU 34 CXU HN7 HN7 H 0 1 N N N 76.431 4.998 27.285 3.827 0.885 1.608 HN7 CXU 35 CXU H27 H27 H 0 1 N N N 80.708 3.894 34.720 -1.626 4.134 -1.179 H27 CXU 36 CXU H27A H27A H 0 0 N N N 79.427 5.099 34.351 -3.109 4.714 -0.384 H27A CXU 37 CXU H27B H27B H 0 0 N N N 79.451 3.521 33.492 -1.742 4.132 0.597 H27B CXU 38 CXU H30 H30 H 0 1 N N N 81.730 9.566 28.114 -4.943 -3.905 -0.233 H30 CXU 39 CXU H31 H31 H 0 1 N N N 83.238 8.389 26.504 -3.072 -4.756 1.119 H31 CXU 40 CXU H32 H32 H 0 1 N N N 84.004 6.046 26.986 -1.303 -3.229 1.885 H32 CXU 41 CXU H33 H33 H 0 1 N N N 83.302 4.898 29.095 -1.392 -0.842 1.297 H33 CXU 42 CXU H51 H51 H 0 1 N N N 80.388 5.831 24.493 5.594 1.859 -0.872 H51 CXU 43 CXU H51A H51A H 0 0 N N N 80.923 7.257 25.443 6.543 0.525 -1.571 H51A CXU 44 CXU H51B H51B H 0 0 N N N 80.796 5.649 26.233 5.372 1.408 -2.579 H51B CXU 45 CXU H52 H52 H 0 1 N N N 78.298 7.127 23.818 4.236 -0.814 -3.138 H52 CXU 46 CXU H52A H52A H 0 0 N N N 77.275 7.877 25.090 5.431 -1.650 -2.118 H52A CXU 47 CXU H52B H52B H 0 0 N N N 78.926 8.511 24.776 3.692 -1.863 -1.807 H52B CXU 48 CXU HO81 HO81 H 0 0 N N N 76.188 4.279 23.730 5.900 -3.522 -0.005 HO81 CXU 49 # # 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 CXU C29 CL SING N N 1 CXU O1 C1 DOUB N N 2 CXU C1 C2 SING N N 3 CXU C1 H1 SING N N 4 CXU C3 C2 SING N N 5 CXU C2 N2 SING N N 6 CXU C2 H2 SING N N 7 CXU N2 C21 SING N N 8 CXU N2 HN2 SING N N 9 CXU N7 C3 SING N N 10 CXU S4 C3 SING N N 11 CXU C3 H3 SING N N 12 CXU C5 S4 SING N N 13 CXU C52 C5 SING N N 14 CXU C51 C5 SING N N 15 CXU C5 C6 SING N N 16 CXU C8 C6 SING N N 17 CXU C6 N7 SING N N 18 CXU C6 H6 SING N N 19 CXU N7 HN7 SING N N 20 CXU O82 C8 DOUB N N 21 CXU O81 C8 SING N N 22 CXU C21 C22 SING N N 23 CXU C21 O21 DOUB N N 24 CXU C26 C22 SING Y N 25 CXU C22 C23 DOUB Y N 26 CXU C23 O24 SING Y N 27 CXU C23 C27 SING N N 28 CXU N25 O24 SING Y N 29 CXU C26 N25 DOUB Y N 30 CXU C28 C26 SING N N 31 CXU C27 H27 SING N N 32 CXU C27 H27A SING N N 33 CXU C27 H27B SING N N 34 CXU C33 C28 DOUB Y N 35 CXU C29 C28 SING Y N 36 CXU C30 C29 DOUB Y N 37 CXU C31 C30 SING Y N 38 CXU C30 H30 SING N N 39 CXU C31 C32 DOUB Y N 40 CXU C31 H31 SING N N 41 CXU C32 C33 SING Y N 42 CXU C32 H32 SING N N 43 CXU C33 H33 SING N N 44 CXU C51 H51 SING N N 45 CXU C51 H51A SING N N 46 CXU C51 H51B SING N N 47 CXU C52 H52 SING N N 48 CXU C52 H52A SING N N 49 CXU C52 H52B SING N N 50 CXU O81 HO81 SING N N 51 # # 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 CXU SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3c(onc3c2ccccc2Cl)C" CXU InChI InChI 1.03 "InChI=1S/C19H20ClN3O5S/c1-9-13(14(23-28-9)10-6-4-5-7-11(10)20)16(25)21-12(8-24)17-22-15(18(26)27)19(2,3)29-17/h4-8,12,15,17,22H,1-3H3,(H,21,25)(H,26,27)/t12-,15+,17-/m1/s1" CXU InChIKey InChI 1.03 DMRXQBXKFQMOBD-ISTRZQFTSA-N CXU SMILES_CANONICAL CACTVS 3.370 "Cc1onc(c2ccccc2Cl)c1C(=O)N[C@H](C=O)[C@@H]3N[C@@H](C(O)=O)C(C)(C)S3" CXU SMILES CACTVS 3.370 "Cc1onc(c2ccccc2Cl)c1C(=O)N[CH](C=O)[CH]3N[CH](C(O)=O)C(C)(C)S3" CXU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c(c(no1)c2ccccc2Cl)C(=O)N[C@H](C=O)[C@@H]3N[C@H](C(S3)(C)C)C(=O)O" CXU SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c(c(no1)c2ccccc2Cl)C(=O)NC(C=O)C3NC(C(S3)(C)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 CXU "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1R)-1-({[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" CXU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R,4S)-2-[(1R)-1-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonylamino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-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 CXU "Create component" 2011-08-16 RCSB CXU "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CXU _pdbx_chem_comp_synonyms.name "(2R,4S)-2-[(1R)-1-({[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##