data_X1E # _chem_comp.id X1E _chem_comp.name "(2S,5R,6R)-6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H12 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6-AMINOPENICILLANIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-23 _chem_comp.pdbx_modified_date 2021-03-01 _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 216.257 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X1E _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 2X1E _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 X1E O13 O13 O 0 1 N N N -43.029 25.470 -2.627 2.773 1.193 -0.992 O13 X1E 1 X1E C11 C11 C 0 1 N N N -42.359 24.516 -3.088 1.815 1.094 -0.057 C11 X1E 2 X1E O12 O12 O 0 1 N N N -42.881 23.639 -3.809 1.935 1.679 0.994 O12 X1E 3 X1E C3 C3 C 0 1 N N S -40.881 24.415 -2.787 0.591 0.255 -0.316 C3 X1E 4 X1E C2 C2 C 0 1 N N N -40.042 25.376 -3.634 0.931 -1.241 -0.072 C2 X1E 5 X1E C10 C10 C 0 1 N N N -40.665 25.784 -4.969 1.797 -1.418 1.176 C10 X1E 6 X1E C9 C9 C 0 1 N N N -38.684 24.752 -3.899 1.595 -1.868 -1.299 C9 X1E 7 X1E N4 N4 N 0 1 N N N -40.498 24.909 -1.474 -0.488 0.675 0.584 N4 X1E 8 X1E C7 C7 C 0 1 N N N -39.787 24.475 -0.463 -1.488 1.421 0.081 C7 X1E 9 X1E O8 O8 O 0 1 N N N -39.350 23.399 -0.086 -1.550 2.561 -0.329 O8 X1E 10 X1E C6 C6 C 0 1 N N R -39.644 25.869 0.059 -2.498 0.320 0.214 C6 X1E 11 X1E N14 N14 N 0 1 N N N -38.295 26.382 -0.064 -2.846 -0.329 -1.057 N14 X1E 12 X1E C5 C5 C 0 1 N N R -40.565 26.297 -1.102 -1.404 -0.391 0.993 C5 X1E 13 X1E S1 S1 S 0 1 N N N -39.852 26.821 -2.626 -0.766 -1.911 0.189 S1 X1E 14 X1E H13 H13 H 0 1 N N N -43.931 25.392 -2.915 3.539 1.743 -0.780 H13 X1E 15 X1E H3 H3 H 0 1 N N N -40.708 23.340 -2.944 0.273 0.389 -1.350 H3 X1E 16 X1E H101 H101 H 0 0 N N N -41.754 25.882 -4.851 1.263 -1.037 2.047 H101 X1E 17 X1E H102 H102 H 0 0 N N N -40.243 26.747 -5.291 2.017 -2.476 1.319 H102 X1E 18 X1E H103 H103 H 0 0 N N N -40.446 25.016 -5.725 2.730 -0.867 1.053 H103 X1E 19 X1E H91C H91C H 0 0 N N N -38.554 24.601 -4.981 2.519 -1.336 -1.524 H91C X1E 20 X1E H92C H92C H 0 0 N N N -37.894 25.420 -3.525 1.820 -2.915 -1.095 H92C X1E 21 X1E H93C H93C H 0 0 N N N -38.619 23.782 -3.383 0.920 -1.801 -2.152 H93C X1E 22 X1E H5 H5 H 0 1 N N N -41.355 27.009 -0.823 -1.579 -0.480 2.065 H5 X1E 23 X1E H6 H6 H 0 1 N N N -39.854 26.134 1.106 -3.370 0.587 0.811 H6 X1E 24 X1E H141 H141 H 0 0 N N N -38.070 26.500 -1.031 -3.507 0.227 -1.579 H141 X1E 25 X1E H142 H142 H 0 0 N N N -38.230 27.264 0.403 -2.020 -0.517 -1.605 H142 X1E 26 # # 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 X1E O13 C11 SING N N 1 X1E C11 O12 DOUB N N 2 X1E C11 C3 SING N N 3 X1E C3 C2 SING N N 4 X1E C3 N4 SING N N 5 X1E C2 C10 SING N N 6 X1E C2 C9 SING N N 7 X1E C2 S1 SING N N 8 X1E N4 C7 SING N N 9 X1E N4 C5 SING N N 10 X1E C7 O8 DOUB N N 11 X1E C7 C6 SING N N 12 X1E C6 N14 SING N N 13 X1E C6 C5 SING N N 14 X1E C5 S1 SING N N 15 X1E O13 H13 SING N N 16 X1E C3 H3 SING N N 17 X1E C10 H101 SING N N 18 X1E C10 H102 SING N N 19 X1E C10 H103 SING N N 20 X1E C9 H91C SING N N 21 X1E C9 H92C SING N N 22 X1E C9 H93C SING N N 23 X1E C5 H5 SING N N 24 X1E C6 H6 SING N N 25 X1E N14 H141 SING N N 26 X1E N14 H142 SING N N 27 # # 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 X1E SMILES ACDLabs 10.04 "O=C(O)C1N2C(=O)C(N)C2SC1(C)C" X1E SMILES_CANONICAL CACTVS 3.352 "CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O" X1E SMILES CACTVS 3.352 "CC1(C)S[CH]2[CH](N)C(=O)N2[CH]1C(O)=O" X1E SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C" X1E SMILES "OpenEye OEToolkits" 1.6.1 "CC1(C(N2C(S1)C(C2=O)N)C(=O)O)C" X1E InChI InChI 1.03 "InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1" X1E InChIKey InChI 1.03 NGHVIOIJCVXTGV-ALEPSDHESA-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 X1E "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" X1E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-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 X1E "Create component" 2009-12-23 EBI X1E "Modify descriptor" 2011-06-04 RCSB X1E "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id X1E _pdbx_chem_comp_synonyms.name "6-AMINOPENICILLANIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##