data_BOU # _chem_comp.id BOU _chem_comp.name ;(2R,4S)-2-[(1R)-1-{[(2'-carboxybiphenyl-2-yl)carbonyl]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 "C22 H22 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CBAP, open form; benzoyl-6-amino penicilloic acid, open form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-13 _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 442.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BOU _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 3Q7Z _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 BOU S1 S1 S 0 1 N N N -3.684 -9.937 32.180 -3.130 0.858 -0.985 S1 BOU 1 BOU C1 C1 C 0 1 N N N -5.430 -9.701 31.916 -4.883 0.417 -0.658 C1 BOU 2 BOU C2 C2 C 0 1 N N S -5.423 -8.356 31.199 -4.781 -0.910 0.118 C2 BOU 3 BOU N1 N1 N 0 1 N N N -4.139 -8.412 30.425 -3.402 -1.393 0.241 N1 BOU 4 BOU C3 C3 C 0 1 N N R -2.829 -8.796 31.002 -2.444 -0.255 0.311 C3 BOU 5 BOU C4 C4 C 0 1 N N R -2.531 -7.430 31.550 -1.025 -0.705 -0.043 C4 BOU 6 BOU C5 C5 C 0 1 N N N -2.981 -6.341 30.705 -1.010 -1.262 -1.443 C5 BOU 7 BOU O1 O1 O 0 1 N N N -3.527 -5.019 30.705 -0.311 -0.755 -2.287 O1 BOU 8 BOU C6 C6 C 0 1 N N N -6.071 -10.859 31.121 -5.559 1.493 0.195 C6 BOU 9 BOU C7 C7 C 0 1 N N N -6.150 -9.593 33.260 -5.642 0.217 -1.971 C7 BOU 10 BOU C8 C8 C 0 1 N N N -6.701 -8.001 30.452 -5.348 -0.711 1.499 C8 BOU 11 BOU O2 O2 O 0 1 N N N -7.673 -7.425 31.026 -6.677 -0.732 1.689 O2 BOU 12 BOU O3 O3 O 0 1 N N N -6.774 -8.290 29.235 -4.608 -0.532 2.437 O3 BOU 13 BOU N2 N2 N 0 1 N N N -2.279 -6.937 32.862 -0.115 0.440 0.037 N2 BOU 14 BOU C9 C9 C 0 1 N N N -1.782 -7.673 33.840 1.198 0.242 0.269 C9 BOU 15 BOU O4 O4 O 0 1 N N N -1.582 -8.809 33.659 1.627 -0.887 0.411 O4 BOU 16 BOU C10 C10 C 0 1 Y N N -1.431 -7.170 35.205 2.116 1.396 0.350 C10 BOU 17 BOU C11 C11 C 0 1 Y N N -1.209 -5.797 35.287 1.629 2.692 0.187 C11 BOU 18 BOU C12 C12 C 0 1 Y N N -0.854 -5.247 36.508 2.491 3.768 0.263 C12 BOU 19 BOU C13 C13 C 0 1 Y N N -0.734 -6.063 37.621 3.841 3.569 0.500 C13 BOU 20 BOU C14 C14 C 0 1 Y N N -0.968 -7.428 37.562 4.341 2.292 0.664 C14 BOU 21 BOU C15 C15 C 0 1 Y N N -1.323 -8.021 36.336 3.487 1.195 0.597 C15 BOU 22 BOU C16 C16 C 0 1 Y N N -1.573 -9.520 36.317 4.017 -0.175 0.778 C16 BOU 23 BOU C17 C17 C 0 1 Y N N -2.802 -9.971 35.772 4.547 -0.564 2.006 C17 BOU 24 BOU C18 C18 C 0 1 Y N N -3.108 -11.324 35.664 5.041 -1.843 2.170 C18 BOU 25 BOU C19 C19 C 0 1 Y N N -2.201 -12.255 36.168 5.015 -2.746 1.121 C19 BOU 26 BOU C20 C20 C 0 1 Y N N -0.993 -11.847 36.733 4.494 -2.379 -0.103 C20 BOU 27 BOU C21 C21 C 0 1 Y N N -0.665 -10.495 36.818 3.984 -1.094 -0.287 C21 BOU 28 BOU C22 C22 C 0 1 N N N 0.677 -10.216 37.445 3.420 -0.699 -1.592 C22 BOU 29 BOU O5 O5 O 0 1 N N N 0.904 -10.698 38.575 3.391 -1.582 -2.609 O5 BOU 30 BOU O6 O6 O 0 1 N N N 1.539 -9.523 36.852 2.982 0.424 -1.749 O6 BOU 31 BOU H3 H3 H 0 1 N N N -5.438 -7.489 31.876 -5.373 -1.666 -0.399 H3 BOU 32 BOU HN4 HN4 H 0 1 N N N -4.306 -9.083 29.703 -3.302 -2.000 1.041 HN4 BOU 33 BOU H5 H5 H 0 1 N N N -1.936 -9.226 30.525 -2.470 0.221 1.292 H5 BOU 34 BOU H6 H6 H 0 1 N N N -1.576 -7.970 31.626 -0.703 -1.475 0.658 H6 BOU 35 BOU HO8 HO8 H 0 1 N N N -2.855 -6.647 29.677 -1.624 -2.115 -1.692 HO8 BOU 36 BOU H9 H9 H 0 1 N N N -7.145 -10.662 30.987 -5.550 2.441 -0.342 H9 BOU 37 BOU H9A H9A H 0 1 N N N -5.588 -10.939 30.136 -6.589 1.200 0.400 H9A BOU 38 BOU H9B H9B H 0 1 N N N -5.937 -11.801 31.673 -5.019 1.603 1.136 H9B BOU 39 BOU H10 H10 H 0 1 N N N -7.227 -9.448 33.089 -5.161 -0.569 -2.553 H10 BOU 40 BOU H10A H10A H 0 0 N N N -5.992 -10.517 33.836 -6.672 -0.068 -1.755 H10A BOU 41 BOU H10B H10B H 0 0 N N N -5.749 -8.737 33.823 -5.635 1.147 -2.540 H10B BOU 42 BOU HO12 HO12 H 0 0 N N N -8.373 -7.284 30.399 -6.994 -0.600 2.592 HO12 BOU 43 BOU HN14 HN14 H 0 0 N N N -2.490 -5.979 33.054 -0.457 1.340 -0.076 HN14 BOU 44 BOU H18 H18 H 0 1 N N N -1.312 -5.171 34.413 0.578 2.855 0.001 H18 BOU 45 BOU H19 H19 H 0 1 N N N -0.671 -4.186 36.592 2.111 4.770 0.137 H19 BOU 46 BOU H20 H20 H 0 1 N N N -0.449 -5.622 38.565 4.506 4.417 0.558 H20 BOU 47 BOU H21 H21 H 0 1 N N N -0.878 -8.033 38.452 5.395 2.145 0.849 H21 BOU 48 BOU H24 H24 H 0 1 N N N -3.522 -9.242 35.430 4.572 0.135 2.829 H24 BOU 49 BOU H25 H25 H 0 1 N N N -4.028 -11.646 35.200 5.452 -2.141 3.124 H25 BOU 50 BOU H26 H26 H 0 1 N N N -2.437 -13.308 36.120 5.405 -3.743 1.261 H26 BOU 51 BOU H27 H27 H 0 1 N N N -0.303 -12.588 37.109 4.477 -3.089 -0.917 H27 BOU 52 BOU HO30 HO30 H 0 0 N N N 1.777 -10.451 38.855 3.011 -1.277 -3.444 HO30 BOU 53 # # 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 BOU C1 S1 SING N N 1 BOU C1 C7 SING N N 2 BOU C2 C1 SING N N 3 BOU N1 C2 SING N N 4 BOU N1 C3 SING N N 5 BOU C3 S1 SING N N 6 BOU C3 C4 SING N N 7 BOU C4 N2 SING N N 8 BOU C5 C4 SING N N 9 BOU C5 O1 DOUB N N 10 BOU C6 C1 SING N N 11 BOU C8 C2 SING N N 12 BOU C8 O2 SING N N 13 BOU O3 C8 DOUB N N 14 BOU N2 C9 SING N N 15 BOU C9 C10 SING N N 16 BOU O4 C9 DOUB N N 17 BOU C10 C11 DOUB Y N 18 BOU C10 C15 SING Y N 19 BOU C11 C12 SING Y N 20 BOU C12 C13 DOUB Y N 21 BOU C14 C13 SING Y N 22 BOU C15 C14 DOUB Y N 23 BOU C16 C15 SING N N 24 BOU C16 C21 SING Y N 25 BOU C17 C16 DOUB Y N 26 BOU C18 C17 SING Y N 27 BOU C18 C19 DOUB Y N 28 BOU C19 C20 SING Y N 29 BOU C20 C21 DOUB Y N 30 BOU C21 C22 SING N N 31 BOU C22 O5 SING N N 32 BOU O6 C22 DOUB N N 33 BOU C2 H3 SING N N 34 BOU N1 HN4 SING N N 35 BOU C3 H5 SING N N 36 BOU C4 H6 SING N N 37 BOU C5 HO8 SING N N 38 BOU C6 H9 SING N N 39 BOU C6 H9A SING N N 40 BOU C6 H9B SING N N 41 BOU C7 H10 SING N N 42 BOU C7 H10A SING N N 43 BOU C7 H10B SING N N 44 BOU O2 HO12 SING N N 45 BOU N2 HN14 SING N N 46 BOU C11 H18 SING N N 47 BOU C12 H19 SING N N 48 BOU C13 H20 SING N N 49 BOU C14 H21 SING N N 50 BOU C17 H24 SING N N 51 BOU C18 H25 SING N N 52 BOU C19 H26 SING N N 53 BOU C20 H27 SING N N 54 BOU O5 HO30 SING N N 55 # # 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 BOU SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3ccccc3c2ccccc2C(=O)O" BOU InChI InChI 1.03 "InChI=1S/C22H22N2O6S/c1-22(2)17(21(29)30)24-19(31-22)16(11-25)23-18(26)14-9-5-3-7-12(14)13-8-4-6-10-15(13)20(27)28/h3-11,16-17,19,24H,1-2H3,(H,23,26)(H,27,28)(H,29,30)/t16-,17+,19-/m1/s1" BOU InChIKey InChI 1.03 RFZQTRAFQUXQJP-ZIFCJYIRSA-N BOU SMILES_CANONICAL CACTVS 3.370 "CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)c2ccccc2c3ccccc3C(O)=O)C=O" BOU SMILES CACTVS 3.370 "CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)c2ccccc2c3ccccc3C(O)=O)C=O" BOU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)c2ccccc2c3ccccc3C(=O)O)C(=O)O)C" BOU SMILES "OpenEye OEToolkits" 1.7.2 "CC1(C(NC(S1)C(C=O)NC(=O)c2ccccc2c3ccccc3C(=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 BOU "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1R)-1-{[(2'-carboxybiphenyl-2-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" BOU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R,4S)-2-[(1R)-1-[[2-(2-carboxyphenyl)phenyl]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 BOU "Create component" 2011-06-13 RCSB BOU "Other modification" 2011-06-29 RCSB BOU "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 BOU "CBAP, open form" ? ? 2 BOU "benzoyl-6-amino penicilloic acid, open form" ? ? ##