data_ZZ7 # _chem_comp.id ZZ7 _chem_comp.name "(2R,4S)-2-[(R)-{[(2R)-2-amino-2-phenylacetyl]amino}(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H21 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "AMPICILLIN (open form)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-11 _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 367.420 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZZ7 _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 2WKH _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 ZZ7 O1 O1 O 0 1 N N N 8.561 -19.578 83.979 2.891 2.038 -1.728 O1 ZZ7 1 ZZ7 C2 C2 C 0 1 N N N 8.568 -20.826 84.098 3.817 1.520 -1.149 C2 ZZ7 2 ZZ7 O2 O2 O 0 1 N N N 7.545 -21.556 84.056 5.016 2.124 -1.124 O2 ZZ7 3 ZZ7 C12 C12 C 0 1 N N S 9.896 -21.470 84.330 3.625 0.200 -0.449 C12 ZZ7 4 ZZ7 C6 C6 C 0 1 N N N 10.161 -22.583 83.344 3.438 0.459 1.058 C6 ZZ7 5 ZZ7 C1 C1 C 0 1 N N N 9.716 -22.176 81.942 3.543 1.954 1.365 C1 ZZ7 6 ZZ7 C16 C16 C 0 1 N N N 9.451 -23.843 83.821 4.465 -0.330 1.872 C16 ZZ7 7 ZZ7 S1 S1 S 0 1 N N N 11.915 -22.827 83.378 1.737 -0.152 1.390 S1 ZZ7 8 ZZ7 N3 N3 N 0 1 N N N 10.999 -20.548 84.206 2.484 -0.494 -1.053 N3 ZZ7 9 ZZ7 C13 C13 C 0 1 N N R 12.266 -21.180 83.934 1.212 -0.119 -0.374 C13 ZZ7 10 ZZ7 C14 C14 C 0 1 N N R 13.093 -21.175 85.221 0.117 -1.153 -0.643 C14 ZZ7 11 ZZ7 C15 C15 C 0 1 N N N 13.062 -19.771 85.779 0.625 -2.527 -0.287 C15 ZZ7 12 ZZ7 O4 O4 O 0 1 N N N 12.249 -19.490 86.651 0.062 -3.178 0.561 O4 ZZ7 13 ZZ7 N1 N1 N 0 1 N N N 12.482 -22.153 86.123 -1.060 -0.842 0.172 N1 ZZ7 14 ZZ7 C3 C3 C 0 1 N N N 13.078 -23.307 86.480 -2.281 -1.254 -0.222 C3 ZZ7 15 ZZ7 O3 O3 O 0 1 N N N 14.099 -23.703 85.937 -2.405 -1.884 -1.251 O3 ZZ7 16 ZZ7 C4 C4 C 0 1 N N R 12.519 -24.162 87.577 -3.491 -0.934 0.616 C4 ZZ7 17 ZZ7 N2 N2 N 0 1 N N N 13.611 -24.972 88.098 -4.584 -1.854 0.271 N2 ZZ7 18 ZZ7 C5 C5 C 0 1 Y N N 11.426 -25.004 87.035 -3.926 0.484 0.350 C5 ZZ7 19 ZZ7 C7 C7 C 0 1 Y N N 10.218 -25.106 87.721 -3.580 1.491 1.231 C7 ZZ7 20 ZZ7 C8 C8 C 0 1 Y N N 9.174 -25.897 87.238 -3.978 2.792 0.987 C8 ZZ7 21 ZZ7 C9 C9 C 0 1 Y N N 9.340 -26.583 86.047 -4.723 3.086 -0.140 C9 ZZ7 22 ZZ7 C10 C10 C 0 1 Y N N 10.545 -26.487 85.355 -5.068 2.080 -1.023 C10 ZZ7 23 ZZ7 C11 C11 C 0 1 Y N N 11.590 -25.697 85.842 -4.666 0.780 -0.780 C11 ZZ7 24 ZZ7 OXT OXT O 0 1 N Y N 13.948 -18.816 85.276 1.703 -3.026 -0.911 OXT ZZ7 25 ZZ7 H2 H2 H 0 1 N N N 6.775 -21.016 83.921 5.089 2.972 -1.584 H2 ZZ7 26 ZZ7 H12 H12 H 0 1 N N N 9.837 -21.854 85.359 4.519 -0.407 -0.593 H12 ZZ7 27 ZZ7 H3 H3 H 0 1 N N N 10.797 -19.925 83.451 2.432 -0.310 -2.044 H3 ZZ7 28 ZZ7 H11C H11C H 0 0 N N N 8.621 -22.078 81.918 2.771 2.493 0.816 H11C ZZ7 29 ZZ7 H12C H12C H 0 0 N N N 10.176 -21.213 81.677 3.408 2.116 2.435 H12C ZZ7 30 ZZ7 H13C H13C H 0 0 N N N 10.031 -22.944 81.220 4.525 2.319 1.064 H13C ZZ7 31 ZZ7 H161 H161 H 0 0 N N N 9.280 -24.514 82.966 5.471 -0.023 1.584 H161 ZZ7 32 ZZ7 H162 H162 H 0 0 N N N 10.075 -24.354 84.569 4.316 -0.133 2.934 H162 ZZ7 33 ZZ7 H163 H163 H 0 0 N N N 8.485 -23.571 84.272 4.341 -1.396 1.679 H163 ZZ7 34 ZZ7 H13 H13 H 0 1 N N N 12.845 -20.654 83.160 0.888 0.879 -0.669 H13 ZZ7 35 ZZ7 H14 H14 H 0 1 N N N 14.146 -21.452 85.066 -0.155 -1.129 -1.698 H14 ZZ7 36 ZZ7 H1 H1 H 0 1 N N N 11.575 -21.954 86.493 -0.960 -0.338 0.995 H1 ZZ7 37 ZZ7 HXT HXT H 0 1 N N N 13.800 -17.985 85.712 1.992 -3.911 -0.649 HXT ZZ7 38 ZZ7 H4 H4 H 0 1 N N N 12.095 -23.553 88.390 -3.243 -1.045 1.672 H4 ZZ7 39 ZZ7 H21N H21N H 0 0 N N N 14.267 -25.158 87.367 -5.386 -1.701 0.864 H21N ZZ7 40 ZZ7 H22N H22N H 0 0 N N N 14.068 -24.479 88.838 -4.833 -1.770 -0.703 H22N ZZ7 41 ZZ7 H7 H7 H 0 1 N N N 10.086 -24.562 88.645 -2.998 1.261 2.112 H7 ZZ7 42 ZZ7 H11 H11 H 0 1 N N N 12.518 -25.626 85.295 -4.933 -0.006 -1.471 H11 ZZ7 43 ZZ7 H8 H8 H 0 1 N N N 8.247 -25.973 87.787 -3.708 3.578 1.676 H8 ZZ7 44 ZZ7 H9 H9 H 0 1 N N N 8.538 -27.191 85.656 -5.035 4.102 -0.331 H9 ZZ7 45 ZZ7 H10 H10 H 0 1 N N N 10.673 -27.030 84.430 -5.650 2.310 -1.903 H10 ZZ7 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 ZZ7 O1 C2 DOUB N N 1 ZZ7 C2 O2 SING N N 2 ZZ7 C2 C12 SING N N 3 ZZ7 C12 C6 SING N N 4 ZZ7 C12 N3 SING N N 5 ZZ7 C6 C1 SING N N 6 ZZ7 C6 C16 SING N N 7 ZZ7 C6 S1 SING N N 8 ZZ7 S1 C13 SING N N 9 ZZ7 N3 C13 SING N N 10 ZZ7 C13 C14 SING N N 11 ZZ7 C14 C15 SING N N 12 ZZ7 C14 N1 SING N N 13 ZZ7 C15 O4 DOUB N N 14 ZZ7 C15 OXT SING N N 15 ZZ7 N1 C3 SING N N 16 ZZ7 C3 O3 DOUB N N 17 ZZ7 C3 C4 SING N N 18 ZZ7 C4 N2 SING N N 19 ZZ7 C4 C5 SING N N 20 ZZ7 C5 C7 SING Y N 21 ZZ7 C5 C11 DOUB Y N 22 ZZ7 C7 C8 DOUB Y N 23 ZZ7 C8 C9 SING Y N 24 ZZ7 C9 C10 DOUB Y N 25 ZZ7 C10 C11 SING Y N 26 ZZ7 O2 H2 SING N N 27 ZZ7 C12 H12 SING N N 28 ZZ7 N3 H3 SING N N 29 ZZ7 C1 H11C SING N N 30 ZZ7 C1 H12C SING N N 31 ZZ7 C1 H13C SING N N 32 ZZ7 C16 H161 SING N N 33 ZZ7 C16 H162 SING N N 34 ZZ7 C16 H163 SING N N 35 ZZ7 C13 H13 SING N N 36 ZZ7 C14 H14 SING N N 37 ZZ7 N1 H1 SING N N 38 ZZ7 OXT HXT SING N N 39 ZZ7 C4 H4 SING N N 40 ZZ7 N2 H21N SING N N 41 ZZ7 N2 H22N SING N N 42 ZZ7 C7 H7 SING N N 43 ZZ7 C11 H11 SING N N 44 ZZ7 C8 H8 SING N N 45 ZZ7 C9 H9 SING N N 46 ZZ7 C10 H10 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 ZZ7 SMILES ACDLabs 10.04 "O=C(NC(C(=O)O)C1SC(C(N1)C(=O)O)(C)C)C(c2ccccc2)N" ZZ7 SMILES_CANONICAL CACTVS 3.352 "CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)[C@H](N)c2ccccc2)C(O)=O" ZZ7 SMILES CACTVS 3.352 "CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)[CH](N)c2ccccc2)C(O)=O" ZZ7 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC1([C@@H](N[C@H](S1)[C@@H](C(=O)O)NC(=O)[C@@H](c2ccccc2)N)C(=O)O)C" ZZ7 SMILES "OpenEye OEToolkits" 1.6.1 "CC1(C(NC(S1)C(C(=O)O)NC(=O)C(c2ccccc2)N)C(=O)O)C" ZZ7 InChI InChI 1.03 "InChI=1S/C16H21N3O5S/c1-16(2)11(15(23)24)19-13(25-16)10(14(21)22)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,13,19H,17H2,1-2H3,(H,18,20)(H,21,22)(H,23,24)/t9-,10+,11+,13-/m1/s1" ZZ7 InChIKey InChI 1.03 KDAWOPKDXRJNHV-MPPDQPJWSA-N # # 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 ZZ7 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,4S)-2-[(R)-{[(2R)-2-amino-2-phenylacetyl]amino}(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" ZZ7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,4S)-2-[(1R)-1-[[(2R)-2-amino-2-phenyl-ethanoyl]amino]-2-hydroxy-2-oxo-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 ZZ7 "Create component" 2009-06-11 EBI ZZ7 "Modify aromatic_flag" 2011-06-04 RCSB ZZ7 "Modify descriptor" 2011-06-04 RCSB ZZ7 "Modify synonyms" 2014-09-25 EBI ZZ7 "Other modification" 2018-07-25 EBI ZZ7 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ZZ7 _pdbx_chem_comp_synonyms.name "AMPICILLIN (open form)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##