data_CB9 # _chem_comp.id CB9 _chem_comp.name "(2R,4S)-2-[(1R)-1-{[(2S)-2-carboxy-2-phenylacetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H20 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Bound form of Carbenicillin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-12 _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 380.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CB9 _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 3OCL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 CB9 C C C 0 1 N N N 6.516 6.234 -17.318 -0.672 -2.288 0.470 C CB9 1 CB9 N N N 0 1 N N N 6.799 3.753 -16.973 0.513 -0.287 -0.224 N CB9 2 CB9 O O O 0 1 N N N 6.458 6.264 -16.096 0.012 -2.856 -0.346 O CB9 3 CB9 CA CA C 0 1 N N R 6.490 4.833 -17.946 -0.520 -0.803 0.677 CA CB9 4 CB9 CB CB C 0 1 N N R 5.110 4.668 -18.630 -1.850 -0.107 0.379 CB CB9 5 CB9 CAA CAA C 0 1 N N N 2.814 2.528 -16.396 -5.142 -1.472 -1.342 CAA CB9 6 CB9 CAB CAB C 0 1 N N N 1.724 3.522 -18.410 -4.755 1.013 -1.374 CAB CB9 7 CB9 OAD OAD O 0 1 N N N 1.682 5.702 -15.473 -3.878 1.828 1.626 OAD CB9 8 CB9 OAE OAE O 0 1 N N N 9.623 2.609 -15.673 1.685 2.210 -0.536 OAE CB9 9 CB9 OAF OAF O 0 1 N N N 7.644 2.587 -18.661 2.122 -0.814 1.210 OAF CB9 10 CB9 OAG OAG O 0 1 N N N 1.654 6.536 -17.514 -5.989 1.391 1.138 OAG CB9 11 CB9 OAH OAH O 0 1 N N N 9.774 0.449 -15.855 3.455 2.341 -1.854 OAH CB9 12 CB9 CAJ CAJ C 0 1 Y N N 4.879 -0.179 -14.014 6.714 -0.306 1.013 CAJ CB9 13 CB9 CAK CAK C 0 1 Y N N 4.913 -0.569 -15.347 6.435 -0.914 -0.196 CAK CB9 14 CB9 CAL CAL C 0 1 Y N N 5.804 0.750 -13.533 5.750 0.461 1.641 CAL CB9 15 CB9 CAM CAM C 0 1 Y N N 5.876 -0.027 -16.192 5.192 -0.753 -0.779 CAM CB9 16 CB9 CAN CAN C 0 1 Y N N 6.769 1.295 -14.379 4.508 0.622 1.057 CAN CB9 17 CB9 NAP NAP N 0 1 N N N 4.102 5.516 -18.035 -2.930 -0.605 1.277 NAP CB9 18 CB9 SAQ SAQ S 0 1 N N N 4.377 3.069 -18.518 -2.507 -0.609 -1.266 SAQ CB9 19 CB9 CAR CAR C 0 1 N N N 2.124 5.773 -16.641 -4.693 1.047 1.194 CAR CB9 20 CB9 CAS CAS C 0 1 N N N 9.157 1.515 -16.025 2.627 1.655 -1.050 CAS CB9 21 CB9 CAT CAT C 0 1 N N N 7.400 2.655 -17.472 1.810 -0.340 0.138 CAT CB9 22 CB9 CAU CAU C 0 1 Y N N 6.796 0.915 -15.720 4.228 0.015 -0.153 CAU CB9 23 CB9 CAX CAX C 0 1 N N S 3.304 4.918 -16.998 -4.253 -0.313 0.717 CAX CB9 24 CB9 CAY CAY C 0 1 N N S 7.808 1.424 -16.685 2.873 0.191 -0.789 CAY CB9 25 CB9 CAZ CAZ C 0 1 N N N 2.973 3.524 -17.538 -4.268 -0.329 -0.823 CAZ CB9 26 CB9 H H H 0 1 N N N 6.581 7.132 -17.914 -1.396 -2.842 1.048 H CB9 27 CB9 HN HN H 0 1 N N N 6.574 3.836 -16.002 0.264 0.092 -1.081 HN CB9 28 CB9 HA HA H 0 1 N N N 7.254 4.810 -18.737 -0.232 -0.608 1.710 HA CB9 29 CB9 HB HB H 0 1 N N N 5.214 4.891 -19.702 -1.749 0.976 0.449 HB CB9 30 CB9 HAA HAA H 0 1 N N N 3.720 2.537 -15.772 -5.106 -1.492 -2.431 HAA CB9 31 CB9 HAAA HAAA H 0 0 N N N 1.945 2.809 -15.783 -4.772 -2.420 -0.949 HAAA CB9 32 CB9 HAAB HAAB H 0 0 N N N 2.662 1.519 -16.808 -6.170 -1.321 -1.015 HAAB CB9 33 CB9 HAB HAB H 0 1 N N N 1.848 4.244 -19.231 -5.780 1.188 -1.048 HAB CB9 34 CB9 HABA HABA H 0 0 N N N 1.569 2.516 -18.827 -4.114 1.812 -1.004 HABA CB9 35 CB9 HABB HABB H 0 0 N N N 0.852 3.805 -17.802 -4.720 0.993 -2.464 HABB CB9 36 CB9 HOAG HOAG H 0 0 N N N 0.931 7.031 -17.147 -6.223 2.274 1.455 HOAG CB9 37 CB9 HOAH HOAH H 0 0 N N N 10.607 0.628 -15.435 3.256 3.278 -1.991 HOAH CB9 38 CB9 HAJ HAJ H 0 1 N N N 4.136 -0.595 -13.349 7.684 -0.435 1.471 HAJ CB9 39 CB9 HAK HAK H 0 1 N N N 4.199 -1.286 -15.724 7.188 -1.513 -0.686 HAK CB9 40 CB9 HAL HAL H 0 1 N N N 5.772 1.049 -12.496 5.969 0.936 2.586 HAL CB9 41 CB9 HAM HAM H 0 1 N N N 5.914 -0.338 -17.226 4.973 -1.227 -1.725 HAM CB9 42 CB9 HAN HAN H 0 1 N N N 7.489 2.005 -13.999 3.755 1.222 1.547 HAN CB9 43 CB9 HNAP HNAP H 0 0 N N N 4.564 6.312 -17.644 -2.823 -1.592 1.457 HNAP CB9 44 CB9 HAX HAX H 0 1 N N N 3.923 4.792 -16.097 -4.961 -1.058 1.081 HAX CB9 45 CB9 HAY HAY H 0 1 N N N 7.913 0.629 -17.438 2.840 -0.357 -1.731 HAY CB9 46 # # 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 CB9 C O DOUB N N 1 CB9 C CA SING N N 2 CB9 N CA SING N N 3 CB9 N CAT SING N N 4 CB9 CA CB SING N N 5 CB9 CB NAP SING N N 6 CB9 CB SAQ SING N N 7 CB9 CAA CAZ SING N N 8 CB9 CAB CAZ SING N N 9 CB9 OAD CAR DOUB N N 10 CB9 OAE CAS DOUB N N 11 CB9 OAF CAT DOUB N N 12 CB9 OAG CAR SING N N 13 CB9 OAH CAS SING N N 14 CB9 CAJ CAK DOUB Y N 15 CB9 CAJ CAL SING Y N 16 CB9 CAK CAM SING Y N 17 CB9 CAL CAN DOUB Y N 18 CB9 CAM CAU DOUB Y N 19 CB9 CAN CAU SING Y N 20 CB9 NAP CAX SING N N 21 CB9 SAQ CAZ SING N N 22 CB9 CAR CAX SING N N 23 CB9 CAS CAY SING N N 24 CB9 CAT CAY SING N N 25 CB9 CAU CAY SING N N 26 CB9 CAX CAZ SING N N 27 CB9 C H SING N N 28 CB9 N HN SING N N 29 CB9 CA HA SING N N 30 CB9 CB HB SING N N 31 CB9 CAA HAA SING N N 32 CB9 CAA HAAA SING N N 33 CB9 CAA HAAB SING N N 34 CB9 CAB HAB SING N N 35 CB9 CAB HABA SING N N 36 CB9 CAB HABB SING N N 37 CB9 OAG HOAG SING N N 38 CB9 OAH HOAH SING N N 39 CB9 CAJ HAJ SING N N 40 CB9 CAK HAK SING N N 41 CB9 CAL HAL SING N N 42 CB9 CAM HAM SING N N 43 CB9 CAN HAN SING N N 44 CB9 NAP HNAP SING N N 45 CB9 CAX HAX SING N N 46 CB9 CAY HAY 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 CB9 SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)C(c2ccccc2)C(=O)O" CB9 InChI InChI 1.03 "InChI=1S/C17H20N2O6S/c1-17(2)12(16(24)25)19-14(26-17)10(8-20)18-13(21)11(15(22)23)9-6-4-3-5-7-9/h3-8,10-12,14,19H,1-2H3,(H,18,21)(H,22,23)(H,24,25)/t10-,11+,12+,14-/m1/s1" CB9 InChIKey InChI 1.03 YABPSSAFCROUQF-OWTLIXCDSA-N CB9 SMILES_CANONICAL CACTVS 3.370 "CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)[C@@H](C(O)=O)c2ccccc2)C=O" CB9 SMILES CACTVS 3.370 "CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)[CH](C(O)=O)c2ccccc2)C=O" CB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)[C@H](c2ccccc2)C(=O)O)C(=O)O)C" CB9 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(NC(S1)C(C=O)NC(=O)C(c2ccccc2)C(=O)O)C(=O)O)C" # # 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 CB9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1R)-1-{[(2S)-2-carboxy-2-phenylacetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" CB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-5,5-dimethyl-2-[(1R)-2-oxidanylidene-1-[[(2S)-3-oxidanyl-3-oxidanylidene-2-phenyl-propanoyl]amino]ethyl]-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 CB9 "Create component" 2010-10-12 PDBJ CB9 "Modify aromatic_flag" 2011-06-04 RCSB CB9 "Modify descriptor" 2011-06-04 RCSB CB9 "Modify synonyms" 2012-05-09 PDBJ CB9 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CB9 _pdbx_chem_comp_synonyms.name "Bound form of Carbenicillin" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##