data_1PN # _chem_comp.id 1PN _chem_comp.name "prop-2-en-1-yl (2S)-2-[(2S,3R)-3-(acetyloxy)-1-oxobutan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H17 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms '"(5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE, Bound form"' _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-12-02 _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 299.343 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1PN _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 1B12 _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 1PN S1 S1 S 0 1 N N N 34.762 -1.479 30.976 0.711 -0.920 0.902 S1 1PN 1 1PN C2 C2 C 0 1 N N N 34.393 -0.005 31.941 -1.013 -0.953 0.501 C2 1PN 2 1PN C3 C3 C 0 1 N N N 33.845 0.971 31.205 -1.447 0.316 0.469 C3 1PN 3 1PN N4 N4 N 0 1 N N N 33.688 0.644 29.816 -0.555 1.346 0.732 N4 1PN 4 1PN C5 C5 C 0 1 N N S 33.917 -0.778 29.470 0.811 0.895 1.025 C5 1PN 5 1PN C6 C6 C 0 1 N N S 32.485 -1.251 29.148 1.791 1.449 -0.011 C6 1PN 6 1PN C7 C7 C 0 1 N N N 31.507 -0.615 30.120 1.280 1.152 -1.397 C7 1PN 7 1PN O8 O8 O 0 1 N N N 31.475 -0.972 31.297 1.045 2.058 -2.161 O8 1PN 8 1PN C9 C9 C 0 1 N N N 33.421 2.281 31.725 -2.800 0.601 0.170 C9 1PN 9 1PN O10 O10 O 0 1 N N N 32.922 3.172 31.109 -3.188 1.755 0.143 O10 1PN 10 1PN O11 O11 O 0 1 N N N 33.711 2.285 33.015 -3.662 -0.407 -0.085 O11 1PN 11 1PN C12 C12 C 0 1 N N N 34.663 3.274 33.542 -5.013 -0.046 -0.379 C12 1PN 12 1PN C13 C13 C 0 1 N N N 35.303 2.882 34.824 -5.822 -1.292 -0.634 C13 1PN 13 1PN C14 C14 C 0 1 N N N 36.321 2.269 35.007 -7.007 -1.426 -0.092 C14 1PN 14 1PN C15 C15 C 0 1 N N R 32.475 -2.705 29.288 3.160 0.792 0.180 C15 1PN 15 1PN C16 C16 C 0 1 N N N 31.228 -3.319 28.760 3.679 1.093 1.587 C16 1PN 16 1PN O17 O17 O 0 1 N N N 33.699 -3.185 28.686 3.035 -0.645 0.008 O17 1PN 17 1PN C18 C18 C 0 1 N N N 34.146 -4.471 28.780 4.107 -1.297 -0.469 C18 1PN 18 1PN O19 O19 O 0 1 N N N 35.128 -4.890 28.161 5.116 -0.688 -0.733 O19 1PN 19 1PN C20 C20 C 0 1 N N N 33.392 -5.310 29.743 4.051 -2.789 -0.674 C20 1PN 20 1PN H2 H2 H 0 1 N N N 34.592 0.083 32.999 -1.608 -1.835 0.314 H2 1PN 21 1PN HN4 HN4 H 0 1 N N N 32.749 0.870 29.557 -0.812 2.281 0.724 HN4 1PN 22 1PN H5 H5 H 0 1 N N N 34.558 -1.060 28.622 1.105 1.195 2.030 H5 1PN 23 1PN H6 H6 H 0 1 N N N 32.186 -0.960 28.130 1.885 2.527 0.119 H6 1PN 24 1PN H7 H7 H 0 1 N Y N 30.834 0.157 29.776 1.124 0.130 -1.707 H7 1PN 25 1PN H12 H12 H 0 1 N N N 35.458 3.410 32.794 -5.437 0.495 0.467 H12 1PN 26 1PN H12A H12A H 0 0 N N N 34.116 4.214 33.710 -5.035 0.589 -1.264 H12A 1PN 27 1PN H13 H13 H 0 1 N N N 34.780 3.191 35.717 -5.424 -2.074 -1.264 H13 1PN 28 1PN H14 H14 H 0 1 N N N 36.654 2.063 36.014 -7.586 -2.319 -0.275 H14 1PN 29 1PN H14A H14A H 0 0 N N N 36.903 1.924 34.165 -7.404 -0.644 0.538 H14A 1PN 30 1PN H15 H15 H 0 1 N N N 32.457 -3.010 30.345 3.858 1.187 -0.557 H15 1PN 31 1PN H16 H16 H 0 1 N N N 31.273 -4.410 28.890 3.773 2.171 1.717 H16 1PN 32 1PN H16A H16A H 0 0 N N N 30.362 -2.920 29.309 2.980 0.698 2.325 H16A 1PN 33 1PN H16B H16B H 0 0 N N N 31.126 -3.081 27.691 4.654 0.625 1.723 H16B 1PN 34 1PN H20 H20 H 0 1 N N N 33.848 -6.310 29.794 3.068 -3.159 -0.383 H20 1PN 35 1PN H20A H20A H 0 0 N N N 33.422 -4.842 30.738 4.229 -3.018 -1.725 H20A 1PN 36 1PN H20B H20B H 0 0 N N N 32.347 -5.400 29.411 4.816 -3.268 -0.063 H20B 1PN 37 # # 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 1PN S1 C2 SING N N 1 1PN S1 C5 SING N N 2 1PN C2 C3 DOUB N N 3 1PN C3 N4 SING N N 4 1PN C3 C9 SING N N 5 1PN N4 C5 SING N N 6 1PN C5 C6 SING N N 7 1PN C6 C7 SING N N 8 1PN C6 C15 SING N N 9 1PN C7 O8 DOUB N N 10 1PN C9 O10 DOUB N N 11 1PN C9 O11 SING N N 12 1PN O11 C12 SING N N 13 1PN C12 C13 SING N N 14 1PN C13 C14 DOUB N N 15 1PN C15 C16 SING N N 16 1PN C15 O17 SING N N 17 1PN O17 C18 SING N N 18 1PN C18 O19 DOUB N N 19 1PN C18 C20 SING N N 20 1PN C2 H2 SING N N 21 1PN N4 HN4 SING N N 22 1PN C5 H5 SING N N 23 1PN C6 H6 SING N N 24 1PN C7 H7 SING N N 25 1PN C12 H12 SING N N 26 1PN C12 H12A SING N N 27 1PN C13 H13 SING N N 28 1PN C14 H14 SING N N 29 1PN C14 H14A SING N N 30 1PN C15 H15 SING N N 31 1PN C16 H16 SING N N 32 1PN C16 H16A SING N N 33 1PN C16 H16B SING N N 34 1PN C20 H20 SING N N 35 1PN C20 H20A SING N N 36 1PN C20 H20B SING N N 37 # # 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 1PN SMILES ACDLabs 12.01 "O=C(OC\C=C)C1=CSC(N1)C(C=O)C(OC(=O)C)C" 1PN InChI InChI 1.03 "InChI=1S/C13H17NO5S/c1-4-5-18-13(17)11-7-20-12(14-11)10(6-15)8(2)19-9(3)16/h4,6-8,10,12,14H,1,5H2,2-3H3/t8-,10-,12+/m1/s1" 1PN InChIKey InChI 1.03 KYVQFVHQVGHNFK-UISBYWKRSA-N 1PN SMILES_CANONICAL CACTVS 3.370 "C[C@@H](OC(C)=O)[C@@H](C=O)[C@H]1NC(=CS1)C(=O)OCC=C" 1PN SMILES CACTVS 3.370 "C[CH](OC(C)=O)[CH](C=O)[CH]1NC(=CS1)C(=O)OCC=C" 1PN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@H]([C@@H](C=O)[C@H]1NC(=CS1)C(=O)OCC=C)OC(=O)C" 1PN SMILES "OpenEye OEToolkits" 1.7.2 "CC(C(C=O)C1NC(=CS1)C(=O)OCC=C)OC(=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 1PN "SYSTEMATIC NAME" ACDLabs 12.01 "prop-2-en-1-yl (2S)-2-[(2S,3R)-3-(acetyloxy)-1-oxobutan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate" 1PN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "prop-2-enyl (2S)-2-[(2S,3R)-3-acetyloxy-1-oxidanylidene-butan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1PN "Create component" 1999-12-02 RCSB 1PN "Modify descriptor" 2011-06-04 RCSB 1PN "Modify formula" 2011-09-15 RCSB 1PN "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1PN _pdbx_chem_comp_synonyms.name '"(5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE, Bound form"' _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##