data_2H9 # _chem_comp.id 2H9 _chem_comp.name "N-[(S)-[(2R)-2-(benzoylamino)-2-carboxyethoxy](hydroxy)phosphoryl]-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 N2 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-27 _chem_comp.pdbx_modified_date 2015-05-15 _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 418.293 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2H9 _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 4P4J _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 2H9 CAM C1 C 0 1 Y N N 25.219 47.471 44.414 2.804 1.008 1.177 CAM 2H9 1 2H9 CAK C2 C 0 1 Y N N 26.217 48.097 43.641 3.435 2.029 1.856 CAK 2H9 2 2H9 CAJ C3 C 0 1 Y N N 25.886 48.690 42.410 4.813 2.150 1.806 CAJ 2H9 3 2H9 CAL C4 C 0 1 Y N N 24.570 48.675 41.904 5.566 1.248 1.075 CAL 2H9 4 2H9 CAN C5 C 0 1 Y N N 23.568 48.036 42.666 4.947 0.222 0.391 CAN 2H9 5 2H9 CAY C6 C 0 1 Y N N 23.901 47.454 43.898 3.558 0.091 0.443 CAY 2H9 6 2H9 CAX C7 C 0 1 N N N 22.824 46.782 44.745 2.888 -1.006 -0.287 CAX 2H9 7 2H9 OAD O1 O 0 1 N N N 22.987 46.677 45.957 3.546 -1.797 -0.934 OAD 2H9 8 2H9 NAR N1 N 0 1 N N N 21.765 46.313 44.090 1.547 -1.130 -0.235 NAR 2H9 9 2H9 CBA C8 C 0 1 N N R 20.718 45.524 44.779 0.882 -2.217 -0.958 CBA 2H9 10 2H9 CAW C9 C 0 1 N N N 20.311 46.015 46.199 0.886 -3.461 -0.108 CAW 2H9 11 2H9 OAH O2 O 0 1 N N N 19.909 47.196 46.273 1.390 -3.442 0.989 OAH 2H9 12 2H9 OAC O3 O 0 1 N N N 20.376 45.185 47.136 0.327 -4.591 -0.571 OAC 2H9 13 2H9 CAQ C10 C 0 1 N N N 19.440 45.484 43.907 -0.561 -1.815 -1.270 CAQ 2H9 14 2H9 OAT O4 O 0 1 N N N 18.548 44.644 44.688 -1.289 -1.673 -0.049 OAT 2H9 15 2H9 PBB P1 P 0 1 N N N 17.497 43.748 44.006 -2.844 -1.258 0.001 PBB 2H9 16 2H9 OAI O5 O 0 1 N N N 16.832 42.985 45.090 -3.402 -1.447 1.499 OAI 2H9 17 2H9 OAE O6 O 0 1 N N N 18.171 42.783 43.003 -3.615 -2.118 -0.925 OAE 2H9 18 2H9 N N2 N 0 1 N N N 16.408 44.749 43.245 -3.010 0.353 -0.460 N 2H9 19 2H9 CA C11 C 0 1 N N S 15.979 44.215 41.901 -2.256 1.238 0.438 CA 2H9 20 2H9 C C12 C 0 1 N N N 17.055 44.376 40.800 -3.174 1.760 1.514 C 2H9 21 2H9 OXT O7 O 0 1 N N N 17.923 45.252 40.963 -2.700 2.594 2.454 OXT 2H9 22 2H9 O O8 O 0 1 N N N 16.921 43.601 39.805 -4.336 1.430 1.530 O 2H9 23 2H9 CB C13 C 0 1 N N N 14.678 44.941 41.389 -1.687 2.411 -0.361 CB 2H9 24 2H9 CG C14 C 0 1 N N N 14.894 46.471 41.364 -0.661 1.891 -1.370 CG 2H9 25 2H9 CD C15 C 0 1 N N N 13.756 47.253 40.659 -0.100 3.047 -2.158 CD 2H9 26 2H9 OE2 O9 O 0 1 N N N 13.703 48.493 40.880 0.823 2.827 -3.107 OE2 2H9 27 2H9 OE1 O10 O 0 1 N N N 13.003 46.654 39.851 -0.482 4.171 -1.935 OE1 2H9 28 2H9 H1 H1 H 0 1 N N N 25.452 47.020 45.367 1.728 0.915 1.217 H1 2H9 29 2H9 H2 H2 H 0 1 N N N 27.237 48.121 43.994 2.853 2.737 2.428 H2 2H9 30 2H9 H3 H3 H 0 1 N N N 26.663 49.171 41.835 5.302 2.951 2.338 H3 2H9 31 2H9 H4 H4 H 0 1 N N N 24.335 49.140 40.958 6.641 1.347 1.040 H4 2H9 32 2H9 H5 H5 H 0 1 N N N 22.552 47.996 42.303 5.536 -0.481 -0.179 H5 2H9 33 2H9 H6 H6 H 0 1 N N N 21.674 46.497 43.111 1.021 -0.499 0.282 H6 2H9 34 2H9 H7 H7 H 0 1 N N N 21.079 44.490 44.882 1.414 -2.411 -1.890 H7 2H9 35 2H9 H8 H8 H 0 1 N N N 20.068 45.588 47.939 0.353 -5.363 0.011 H8 2H9 36 2H9 H9 H9 H 0 1 N N N 19.645 45.038 42.923 -0.566 -0.868 -1.808 H9 2H9 37 2H9 H10 H10 H 0 1 N N N 19.020 46.492 43.772 -1.028 -2.585 -1.884 H10 2H9 38 2H9 H11 H11 H 0 1 N N N 16.957 42.054 44.945 -2.943 -0.912 2.161 H11 2H9 39 2H9 H12 H12 H 0 1 N N N 16.832 45.645 43.114 -3.982 0.619 -0.499 H12 2H9 40 2H9 H13 H13 H 0 1 N N N 15.750 43.144 42.004 -1.440 0.680 0.897 H13 2H9 41 2H9 H14 H14 H 0 1 N N N 18.502 45.268 40.210 -3.326 2.902 3.122 H14 2H9 42 2H9 H15 H15 H 0 1 N N N 13.841 44.703 42.062 -2.495 2.916 -0.891 H15 2H9 43 2H9 H16 H16 H 0 1 N N N 14.443 44.591 40.373 -1.204 3.114 0.318 H16 2H9 44 2H9 H17 H17 H 0 1 N N N 15.836 46.679 40.836 0.147 1.387 -0.840 H17 2H9 45 2H9 H18 H18 H 0 1 N N N 14.968 46.828 42.402 -1.144 1.189 -2.050 H18 2H9 46 2H9 H19 H19 H 0 1 N N N 13.019 48.881 40.348 1.153 3.600 -3.586 H19 2H9 47 # 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 2H9 O C DOUB N N 1 2H9 OE1 CD DOUB N N 2 2H9 CD OE2 SING N N 3 2H9 CD CG SING N N 4 2H9 C OXT SING N N 5 2H9 C CA SING N N 6 2H9 CG CB SING N N 7 2H9 CB CA SING N N 8 2H9 CA N SING N N 9 2H9 CAL CAJ DOUB Y N 10 2H9 CAL CAN SING Y N 11 2H9 CAJ CAK SING Y N 12 2H9 CAN CAY DOUB Y N 13 2H9 OAE PBB DOUB N N 14 2H9 N PBB SING N N 15 2H9 CAK CAM DOUB Y N 16 2H9 CAY CAM SING Y N 17 2H9 CAY CAX SING N N 18 2H9 CAQ OAT SING N N 19 2H9 CAQ CBA SING N N 20 2H9 PBB OAT SING N N 21 2H9 PBB OAI SING N N 22 2H9 NAR CAX SING N N 23 2H9 NAR CBA SING N N 24 2H9 CAX OAD DOUB N N 25 2H9 CBA CAW SING N N 26 2H9 CAW OAH DOUB N N 27 2H9 CAW OAC SING N N 28 2H9 CAM H1 SING N N 29 2H9 CAK H2 SING N N 30 2H9 CAJ H3 SING N N 31 2H9 CAL H4 SING N N 32 2H9 CAN H5 SING N N 33 2H9 NAR H6 SING N N 34 2H9 CBA H7 SING N N 35 2H9 OAC H8 SING N N 36 2H9 CAQ H9 SING N N 37 2H9 CAQ H10 SING N N 38 2H9 OAI H11 SING N N 39 2H9 N H12 SING N N 40 2H9 CA H13 SING N N 41 2H9 OXT H14 SING N N 42 2H9 CB H15 SING N N 43 2H9 CB H16 SING N N 44 2H9 CG H17 SING N N 45 2H9 CG H18 SING N N 46 2H9 OE2 H19 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 2H9 SMILES ACDLabs 12.01 "O=C(NC(C(=O)O)COP(=O)(O)NC(C(=O)O)CCC(=O)O)c1ccccc1" 2H9 InChI InChI 1.03 "InChI=1S/C15H19N2O10P/c18-12(19)7-6-10(14(21)22)17-28(25,26)27-8-11(15(23)24)16-13(20)9-4-2-1-3-5-9/h1-5,10-11H,6-8H2,(H,16,20)(H,18,19)(H,21,22)(H,23,24)(H2,17,25,26)/t10-,11+/m0/s1" 2H9 InChIKey InChI 1.03 FMKMCQXFKJRGIQ-WDEREUQCSA-N 2H9 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@H](N[P](O)(=O)OC[C@@H](NC(=O)c1ccccc1)C(O)=O)C(O)=O" 2H9 SMILES CACTVS 3.385 "OC(=O)CC[CH](N[P](O)(=O)OC[CH](NC(=O)c1ccccc1)C(O)=O)C(O)=O" 2H9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)N[C@H](COP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O)C(=O)O" 2H9 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)NC(COP(=O)(NC(CCC(=O)O)C(=O)O)O)C(=O)O" # 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 2H9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-[(2R)-2-(benzoylamino)-2-carboxyethoxy](hydroxy)phosphoryl]-L-glutamic acid" 2H9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[[(2R)-2-benzamido-3-oxidanyl-3-oxidanylidene-propoxy]-oxidanyl-phosphoryl]amino]pentanedioic 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 2H9 "Create component" 2014-03-27 RCSB 2H9 "Modify descriptor" 2014-09-05 RCSB 2H9 "Initial release" 2015-05-20 RCSB #