data_WPP # _chem_comp.id WPP _chem_comp.name Piperacillin _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N5 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thi a-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-06 _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 517.555 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WPP _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 3Q07 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 WPP C C C 0 1 N N N -4.199 -16.517 14.055 -3.403 -2.073 0.731 C WPP 1 WPP N N N 0 1 N N N -6.262 -16.369 12.994 -1.728 -0.240 0.636 N WPP 2 WPP O O O 0 1 N N N -3.602 -15.496 13.762 -3.110 -3.168 0.300 O WPP 3 WPP CA CA C 0 1 N N R -5.638 -16.708 14.275 -2.675 -0.979 1.474 CA WPP 4 WPP CB CB C 0 1 N N R -5.264 -18.213 14.401 -4.010 -0.263 1.654 CB WPP 5 WPP CAC CAC C 0 1 Y N N -9.098 -17.813 10.231 -0.302 2.563 -0.715 CAC WPP 6 WPP CAE CAE C 0 1 N N S -3.461 -18.450 12.705 -5.002 -0.808 -0.551 CAE WPP 7 WPP CAF CAF C 0 1 N N N -4.392 -19.632 12.339 -5.463 0.666 -0.425 CAF WPP 8 WPP CAG CAG C 0 1 N N N -9.812 -14.372 10.818 2.914 0.004 -0.706 CAG WPP 9 WPP CAH CAH C 0 1 N N N -3.799 -20.948 12.829 -6.855 0.762 0.202 CAH WPP 10 WPP CAI CAI C 0 1 N N N -4.663 -19.665 10.840 -5.416 1.380 -1.777 CAI WPP 11 WPP CAJ CAJ C 0 1 N N N -11.463 -12.756 10.051 4.494 -0.855 0.933 CAJ WPP 12 WPP CAK CAK C 0 1 N N N -7.572 -16.460 12.775 -0.404 -0.463 0.756 CAK WPP 13 WPP CAL CAL C 0 1 N N N -15.023 -11.247 12.484 8.605 -0.692 1.562 CAL WPP 14 WPP CAM CAM C 0 1 N N R -8.078 -15.903 11.479 0.570 0.298 -0.106 CAM WPP 15 WPP CAN CAN C 0 1 N N N -11.898 -14.410 11.823 5.178 -0.059 -1.266 CAN WPP 16 WPP CAO CAO C 0 1 N N N -1.961 -18.670 12.552 -6.163 -1.657 -1.001 CAO WPP 17 WPP CAP CAP C 0 1 N N N -13.252 -13.845 11.888 6.566 -0.515 -0.941 CAP WPP 18 WPP CAQ CAQ C 0 1 N N N -14.756 -12.063 11.236 8.113 -1.700 0.520 CAQ WPP 19 WPP CAR CAR C 0 1 N N N -12.318 -11.826 10.893 5.604 -1.897 0.822 CAR WPP 20 WPP CAS CAS C 0 1 Y N N -8.081 -16.872 10.346 0.426 1.775 0.156 CAS WPP 21 WPP CAT CAT C 0 1 Y N N -7.122 -16.766 9.343 1.020 2.341 1.268 CAT WPP 22 WPP CAU CAU C 0 1 Y N N -7.145 -17.641 8.259 0.887 3.696 1.509 CAU WPP 23 WPP CAV CAV C 0 1 Y N N -8.139 -18.607 8.163 0.160 4.484 0.637 CAV WPP 24 WPP CAW CAW C 0 1 Y N N -9.126 -18.689 9.143 -0.434 3.918 -0.475 CAW WPP 25 WPP NAY NAY N 0 1 N N N -9.408 -15.322 11.640 1.937 -0.123 0.214 NAY WPP 26 WPP NAZ NAZ N 0 1 N N N -11.046 -13.850 10.934 4.188 -0.289 -0.381 NAZ WPP 27 WPP NBA NBA N 0 1 N N N -13.432 -12.648 11.356 6.754 -1.346 0.103 NBA WPP 28 WPP NBB NBB N 0 1 N N N -3.914 -17.791 13.938 -4.525 -1.304 0.746 NBB WPP 29 WPP OBC OBC O 0 1 N N N -8.353 -16.877 13.598 0.003 -1.277 1.558 OBC WPP 30 WPP OBE OBE O 0 1 N N N -1.435 -18.459 11.431 -6.508 -1.688 -2.297 OBE WPP 31 WPP OBF OBF O 0 1 N N N -1.268 -18.977 13.551 -6.782 -2.310 -0.195 OBF WPP 32 WPP OBG OBG O 0 1 N N N -9.071 -13.998 9.923 2.645 0.384 -1.829 OBG WPP 33 WPP OBH OBH O 0 1 N N N -14.173 -14.477 12.402 7.508 -0.141 -1.608 OBH WPP 34 WPP OBI OBI O 0 1 N N N -11.621 -15.370 12.524 4.947 0.510 -2.313 OBI WPP 35 WPP SBJ SBJ S 0 1 N N N -5.911 -19.311 13.199 -4.165 1.303 0.717 SBJ WPP 36 WPP HN HN H 0 1 N N N -5.676 -16.054 12.248 -2.053 0.411 -0.006 HN WPP 37 WPP HA HA H 0 1 N N N -6.274 -16.223 15.030 -2.233 -1.314 2.412 HA WPP 38 WPP HB HB H 0 1 N N N -5.519 -18.749 15.327 -4.413 -0.250 2.667 HB WPP 39 WPP HAC HAC H 0 1 N N N -9.869 -17.867 10.985 -0.763 2.122 -1.586 HAC WPP 40 WPP HAE HAE H 0 1 N N N -3.581 -17.712 11.898 -4.201 -0.874 -1.287 HAE WPP 41 WPP HAH HAH H 0 1 N N N -4.472 -21.776 12.561 -6.836 0.318 1.198 HAH WPP 42 WPP HAHA HAHA H 0 0 N N N -2.818 -21.106 12.358 -7.149 1.809 0.276 HAHA WPP 43 WPP HAHB HAHB H 0 0 N N N -3.679 -20.912 13.922 -7.571 0.226 -0.420 HAHB WPP 44 WPP HAI HAI H 0 1 N N N -5.325 -20.511 10.605 -6.074 0.870 -2.481 HAI WPP 45 WPP HAIA HAIA H 0 0 N N N -5.147 -18.726 10.534 -5.746 2.412 -1.655 HAIA WPP 46 WPP HAIB HAIB H 0 0 N N N -3.713 -19.782 10.298 -4.396 1.367 -2.160 HAIB WPP 47 WPP HAJ HAJ H 0 1 N N N -12.041 -13.147 9.201 3.599 -1.326 1.339 HAJ WPP 48 WPP HAJA HAJA H 0 0 N N N -10.585 -12.222 9.658 4.815 -0.058 1.603 HAJA WPP 49 WPP HAL HAL H 0 1 N N N -16.022 -10.792 12.418 7.943 -0.712 2.427 HAL WPP 50 WPP HALA HALA H 0 0 N N N -14.976 -11.901 13.367 9.616 -0.955 1.872 HALA WPP 51 WPP HALB HALB H 0 0 N N N -14.265 -10.455 12.573 8.606 0.308 1.128 HALB WPP 52 WPP HAM HAM H 0 1 N N N -7.355 -15.119 11.209 0.363 0.093 -1.156 HAM WPP 53 WPP HAQ HAQ H 0 1 N N N -15.510 -12.858 11.139 8.775 -1.680 -0.345 HAQ WPP 54 WPP HAQA HAQA H 0 0 N N N -14.801 -11.416 10.348 8.112 -2.700 0.954 HAQA WPP 55 WPP HAR HAR H 0 1 N N N -11.745 -11.426 11.742 5.916 -2.199 1.821 HAR WPP 56 WPP HARA HARA H 0 0 N N N -12.678 -10.975 10.296 5.228 -2.767 0.285 HARA WPP 57 WPP HAT HAT H 0 1 N N N -6.359 -16.004 9.405 1.589 1.725 1.949 HAT WPP 58 WPP HAU HAU H 0 1 N N N -6.389 -17.568 7.492 1.352 4.138 2.378 HAU WPP 59 WPP HAV HAV H 0 1 N N N -8.147 -19.294 7.329 0.056 5.543 0.825 HAV WPP 60 WPP HAW HAW H 0 1 N N N -9.910 -19.427 9.062 -1.002 4.534 -1.156 HAW WPP 61 WPP HNAY HNAY H 0 0 N N N -10.011 -15.643 12.371 2.139 -0.494 1.087 HNAY WPP 62 WPP HBE HBE H 0 1 N N N -0.494 -18.571 11.496 -7.260 -2.247 -2.538 HBE WPP 63 # # 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 WPP C O DOUB N N 1 WPP C CA SING N N 2 WPP C NBB SING N N 3 WPP N CA SING N N 4 WPP N CAK SING N N 5 WPP CA CB SING N N 6 WPP CB NBB SING N N 7 WPP CB SBJ SING N N 8 WPP CAC CAS DOUB Y N 9 WPP CAC CAW SING Y N 10 WPP CAE CAF SING N N 11 WPP CAE CAO SING N N 12 WPP CAE NBB SING N N 13 WPP CAF CAH SING N N 14 WPP CAF CAI SING N N 15 WPP CAF SBJ SING N N 16 WPP CAG NAY SING N N 17 WPP CAG NAZ SING N N 18 WPP CAG OBG DOUB N N 19 WPP CAJ CAR SING N N 20 WPP CAJ NAZ SING N N 21 WPP CAK CAM SING N N 22 WPP CAK OBC DOUB N N 23 WPP CAL CAQ SING N N 24 WPP CAM CAS SING N N 25 WPP CAM NAY SING N N 26 WPP CAN CAP SING N N 27 WPP CAN NAZ SING N N 28 WPP CAN OBI DOUB N N 29 WPP CAO OBE SING N N 30 WPP CAO OBF DOUB N N 31 WPP CAP NBA SING N N 32 WPP CAP OBH DOUB N N 33 WPP CAQ NBA SING N N 34 WPP CAR NBA SING N N 35 WPP CAS CAT SING Y N 36 WPP CAT CAU DOUB Y N 37 WPP CAU CAV SING Y N 38 WPP CAV CAW DOUB Y N 39 WPP N HN SING N N 40 WPP CA HA SING N N 41 WPP CB HB SING N N 42 WPP CAC HAC SING N N 43 WPP CAE HAE SING N N 44 WPP CAH HAH SING N N 45 WPP CAH HAHA SING N N 46 WPP CAH HAHB SING N N 47 WPP CAI HAI SING N N 48 WPP CAI HAIA SING N N 49 WPP CAI HAIB SING N N 50 WPP CAJ HAJ SING N N 51 WPP CAJ HAJA SING N N 52 WPP CAL HAL SING N N 53 WPP CAL HALA SING N N 54 WPP CAL HALB SING N N 55 WPP CAM HAM SING N N 56 WPP CAQ HAQ SING N N 57 WPP CAQ HAQA SING N N 58 WPP CAR HAR SING N N 59 WPP CAR HARA SING N N 60 WPP CAT HAT SING N N 61 WPP CAU HAU SING N N 62 WPP CAV HAV SING N N 63 WPP CAW HAW SING N N 64 WPP NAY HNAY SING N N 65 WPP OBE HBE SING N N 66 # # 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 WPP SMILES ACDLabs 12.01 "O=C1C(=O)N(CC)CCN1C(=O)NC(c2ccccc2)C(=O)NC4C(=O)N3C(C(=O)O)C(SC34)(C)C" WPP SMILES_CANONICAL CACTVS 3.370 "CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)c4ccccc4)C(=O)C1=O" WPP SMILES CACTVS 3.370 "CCN1CCN(C(=O)N[CH](C(=O)N[CH]2[CH]3SC(C)(C)[CH](N3C2=O)C(O)=O)c4ccccc4)C(=O)C1=O" WPP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c2ccccc2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O" WPP SMILES "OpenEye OEToolkits" 1.7.0 "CCN1CCN(C(=O)C1=O)C(=O)NC(c2ccccc2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O" WPP InChI InChI 1.03 "InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1" WPP InChIKey InChI 1.03 IVBHGBMCVLDMKU-GXNBUGAJSA-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 WPP "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" WPP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxo-piperazin-1-yl)carbonylamino]-2-phenyl-ethanoyl]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 WPP "Create component" 2011-01-06 PDBJ WPP "Modify aromatic_flag" 2011-06-04 RCSB WPP "Modify descriptor" 2011-06-04 RCSB WPP "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id WPP _pdbx_chem_comp_synonyms.name "(2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##