data_PNN # _chem_comp.id PNN _chem_comp.name "PENICILLIN G" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C16 H18 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-09-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 334.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PNN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1GM7 _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 PNN O8 O8 O 0 1 N N N 11.840 -2.068 2.455 -2.611 -0.398 0.977 O8 PNN 1 PNN C7 C7 C 0 1 N N N 12.974 -2.450 2.653 -1.463 -0.753 1.145 C7 PNN 2 PNN N4 N4 N 0 1 N N N 13.382 -3.701 3.097 -0.643 -0.879 2.269 N4 PNN 3 PNN C3 C3 C 0 1 N N S 12.665 -4.586 4.028 -0.264 0.372 2.934 C3 PNN 4 PNN C11 C11 C 0 1 N N N 12.287 -5.854 3.287 -1.064 0.515 4.204 C11 PNN 5 PNN O13 O13 O 0 1 N N N 12.627 -6.238 2.200 -1.351 1.736 4.682 O13 PNN 6 PNN O12 O12 O 0 1 N N N 11.427 -6.576 4.024 -1.447 -0.468 4.791 O12 PNN 7 PNN C2 C2 C 0 1 N N N 13.629 -4.810 5.252 1.255 0.414 3.255 C2 PNN 8 PNN C10 C10 C 0 1 N N N 14.616 -5.932 5.008 1.583 -0.367 4.529 C10 PNN 9 PNN C9 C9 C 0 1 N N N 12.828 -4.926 6.559 1.773 1.851 3.335 C9 PNN 10 PNN S1 S1 S 0 1 N N N 14.543 -3.202 5.342 1.881 -0.451 1.746 S1 PNN 11 PNN C5 C5 C 0 1 N N R 14.702 -3.174 3.527 0.428 -1.548 1.493 C5 PNN 12 PNN C6 C6 C 0 1 N N R 14.385 -1.877 2.717 -0.369 -1.247 0.223 C6 PNN 13 PNN N14 N14 N 0 1 N N N 14.477 -0.643 3.451 0.222 -0.198 -0.610 N14 PNN 14 PNN C15 C15 C 0 1 N N N 15.260 0.343 2.952 0.047 -0.219 -1.946 C15 PNN 15 PNN O16 O16 O 0 1 N N N 15.961 0.380 1.982 -0.599 -1.108 -2.458 O16 PNN 16 PNN C17 C17 C 0 1 N N N 15.286 1.574 3.840 0.656 0.859 -2.803 C17 PNN 17 PNN C18 C18 C 0 1 Y N N 16.703 1.944 4.344 0.314 0.605 -4.249 C18 PNN 18 PNN C19 C19 C 0 1 Y N N 17.325 3.059 3.784 -0.836 1.144 -4.792 C19 PNN 19 PNN C20 C20 C 0 1 Y N N 18.595 3.523 4.214 -1.149 0.911 -6.118 C20 PNN 20 PNN C21 C21 C 0 1 Y N N 19.145 2.709 5.226 -0.311 0.139 -6.901 C21 PNN 21 PNN C22 C22 C 0 1 Y N N 18.565 1.615 5.757 0.840 -0.398 -6.358 C22 PNN 22 PNN C23 C23 C 0 1 Y N N 17.305 1.177 5.310 1.155 -0.161 -5.033 C23 PNN 23 PNN HC3 HC3 H 0 1 N N N 11.708 -4.162 4.414 -0.492 1.209 2.274 HC3 PNN 24 PNN HXT HXT H 0 1 N N N 12.390 -7.032 1.735 -1.864 1.829 5.496 HXT PNN 25 PNN H101 1H10 H 0 0 N N N 15.298 -6.090 5.875 2.663 -0.386 4.676 H101 PNN 26 PNN H102 2H10 H 0 0 N N N 14.091 -6.876 4.730 1.108 0.113 5.383 H102 PNN 27 PNN H103 3H10 H 0 0 N N N 15.191 -5.764 4.067 1.212 -1.388 4.434 H103 PNN 28 PNN HC91 1HC9 H 0 0 N N N 13.510 -5.084 7.426 2.854 1.840 3.478 HC91 PNN 29 PNN HC92 2HC9 H 0 0 N N N 12.160 -4.046 6.714 1.534 2.375 2.410 HC92 PNN 30 PNN HC93 3HC9 H 0 0 N N N 12.047 -5.719 6.496 1.300 2.362 4.174 HC93 PNN 31 PNN HC5 HC5 H 0 1 N N N 15.729 -3.575 3.363 0.603 -2.602 1.709 HC5 PNN 32 PNN HC6 HC6 H 0 1 N N N 14.978 -1.562 1.827 -0.642 -2.137 -0.344 HC6 PNN 33 PNN H14 H14 H 0 1 N N N 13.985 -0.466 4.327 0.740 0.512 -0.200 H14 PNN 34 PNN H171 1H17 H 0 0 N N N 14.811 2.441 3.325 0.260 1.829 -2.501 H171 PNN 35 PNN H172 2H17 H 0 0 N N N 14.580 1.457 4.695 1.739 0.855 -2.679 H172 PNN 36 PNN H19 H19 H 0 1 N N N 16.795 3.590 2.975 -1.491 1.747 -4.181 H19 PNN 37 PNN H20 H20 H 0 1 N N N 19.098 4.416 3.807 -2.049 1.331 -6.543 H20 PNN 38 PNN H21 H21 H 0 1 N N N 20.134 2.954 5.647 -0.556 -0.043 -7.937 H21 PNN 39 PNN H22 H22 H 0 1 N N N 19.116 1.082 6.550 1.495 -1.001 -6.969 H22 PNN 40 PNN H23 H23 H 0 1 N N N 16.810 0.271 5.700 2.055 -0.582 -4.608 H23 PNN 41 # 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 PNN O8 C7 DOUB N N 1 PNN C7 N4 SING N N 2 PNN C7 C6 SING N N 3 PNN N4 C3 SING N N 4 PNN N4 C5 SING N N 5 PNN C3 C11 SING N N 6 PNN C3 C2 SING N N 7 PNN C3 HC3 SING N N 8 PNN C11 O13 SING N N 9 PNN C11 O12 DOUB N N 10 PNN O13 HXT SING N N 11 PNN C2 C10 SING N N 12 PNN C2 C9 SING N N 13 PNN C2 S1 SING N N 14 PNN C10 H101 SING N N 15 PNN C10 H102 SING N N 16 PNN C10 H103 SING N N 17 PNN C9 HC91 SING N N 18 PNN C9 HC92 SING N N 19 PNN C9 HC93 SING N N 20 PNN S1 C5 SING N N 21 PNN C5 C6 SING N N 22 PNN C5 HC5 SING N N 23 PNN C6 N14 SING N N 24 PNN C6 HC6 SING N N 25 PNN N14 C15 SING N N 26 PNN N14 H14 SING N N 27 PNN C15 O16 DOUB N N 28 PNN C15 C17 SING N N 29 PNN C17 C18 SING N N 30 PNN C17 H171 SING N N 31 PNN C17 H172 SING N N 32 PNN C18 C19 DOUB Y N 33 PNN C18 C23 SING Y N 34 PNN C19 C20 SING Y N 35 PNN C19 H19 SING N N 36 PNN C20 C21 DOUB Y N 37 PNN C20 H20 SING N N 38 PNN C21 C22 SING Y N 39 PNN C21 H21 SING N N 40 PNN C22 C23 DOUB Y N 41 PNN C22 H22 SING N N 42 PNN C23 H23 SING N N 43 # 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 PNN SMILES ACDLabs 10.04 "O=C(O)C2N3C(=O)C(NC(=O)Cc1ccccc1)C3SC2(C)C" PNN SMILES_CANONICAL CACTVS 3.341 "CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(O)=O" PNN SMILES CACTVS 3.341 "CC1(C)S[CH]2[CH](NC(=O)Cc3ccccc3)C(=O)N2[CH]1C(O)=O" PNN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)O)C" PNN SMILES "OpenEye OEToolkits" 1.5.0 "CC1(C(N2C(S1)C(C2=O)NC(=O)Cc3ccccc3)C(=O)O)C" PNN InChI InChI 1.03 "InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1" PNN InChIKey InChI 1.03 JGSARLDLIJGVTE-MBNYWOFBSA-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 PNN "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" PNN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylethanoylamino)-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 PNN "Create component" 2000-09-13 EBI PNN "Modify descriptor" 2011-06-04 RCSB #