data_2GB # _chem_comp.id 2GB _chem_comp.name "N-[(S)-(biphenyl-4-ylmethoxy)(hydroxy)phosphoryl]-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N O7 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 393.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2GB _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 4P4F _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 2GB N N1 N 0 1 N N N 16.502 44.943 43.161 3.502 -0.621 0.517 N 2GB 1 2GB CA C1 C 0 1 N N S 16.052 44.472 41.805 3.323 0.174 -0.706 CA 2GB 2 2GB C C2 C 0 1 N N N 17.053 44.621 40.655 4.401 -0.180 -1.697 C 2GB 3 2GB O O1 O 0 1 N N N 17.952 45.533 40.719 4.437 0.426 -2.895 O 2GB 4 2GB CB C3 C 0 1 N N N 14.682 45.227 41.380 3.413 1.662 -0.364 CB 2GB 5 2GB CG C4 C 0 1 N N N 14.961 46.772 41.324 2.244 2.048 0.545 CG 2GB 6 2GB OXT O2 O 0 1 N N N 16.857 43.830 39.661 5.233 -1.009 -1.415 OXT 2GB 7 2GB CAP C5 C 0 1 Y N N 26.482 46.424 44.134 -6.126 -0.967 -0.064 CAP 2GB 8 2GB CAS C6 C 0 1 Y N N 27.824 46.219 44.509 -7.423 -0.729 -0.471 CAS 2GB 9 2GB CAO C7 C 0 1 Y N N 28.219 45.039 45.149 -7.750 0.469 -1.081 CAO 2GB 10 2GB CAR C8 C 0 1 Y N N 27.232 44.077 45.387 -6.781 1.434 -1.287 CAR 2GB 11 2GB CAQ C9 C 0 1 Y N N 25.886 44.321 45.031 -5.481 1.207 -0.883 CAQ 2GB 12 2GB CAN C10 C 0 1 Y N N 25.481 45.478 44.370 -5.145 0.002 -0.269 CAN 2GB 13 2GB CAI C11 C 0 1 Y N N 24.111 45.659 44.037 -3.749 -0.249 0.166 CAI 2GB 14 2GB CAM C12 C 0 1 Y N N 23.216 44.699 44.529 -2.768 0.720 -0.039 CAM 2GB 15 2GB CAJ C13 C 0 1 Y N N 21.828 44.767 44.336 -1.471 0.482 0.368 CAJ 2GB 16 2GB CAL C14 C 0 1 Y N N 23.543 46.734 43.315 -3.414 -1.451 0.785 CAL 2GB 17 2GB CAK C15 C 0 1 Y N N 22.127 46.781 43.091 -2.114 -1.679 1.188 CAK 2GB 18 2GB CAH C16 C 0 1 Y N N 21.242 45.786 43.587 -1.143 -0.716 0.977 CAH 2GB 19 2GB CAB C17 C 0 1 N N N 19.624 45.787 43.456 0.275 -0.970 1.419 CAB 2GB 20 2GB OAT O3 O 0 1 N N N 18.747 44.904 44.503 1.000 -1.593 0.356 OAT 2GB 21 2GB PBA P1 P 0 1 N N N 17.642 43.954 43.934 2.551 -2.009 0.479 PBA 2GB 22 2GB OAV O4 O 0 1 N N N 16.842 43.079 44.922 2.966 -2.910 -0.788 OAV 2GB 23 2GB OAU O5 O 0 1 N N N 18.260 43.079 42.852 2.757 -2.783 1.724 OAU 2GB 24 2GB CD C18 C 0 1 N N N 13.872 47.602 40.559 2.333 3.515 0.882 CD 2GB 25 2GB OE2 O6 O 0 1 N N N 13.096 46.970 39.805 3.238 4.182 0.440 OE2 2GB 26 2GB OE1 O7 O 0 1 N N N 13.872 48.855 40.727 1.407 4.079 1.673 OE1 2GB 27 2GB H1 H1 H 0 1 N N N 16.905 45.852 43.054 4.474 -0.853 0.658 H1 2GB 28 2GB H2 H2 H 0 1 N N N 15.804 43.403 41.888 2.346 -0.041 -1.139 H2 2GB 29 2GB H3 H3 H 0 1 N N N 18.457 45.537 39.914 5.147 0.166 -3.497 H3 2GB 30 2GB H4 H4 H 0 1 N N N 13.898 45.018 42.122 4.354 1.861 0.150 H4 2GB 31 2GB H5 H5 H 0 1 N N N 14.355 44.873 40.391 3.369 2.249 -1.281 H5 2GB 32 2GB H6 H6 H 0 1 N N N 15.928 46.929 40.823 1.304 1.850 0.032 H6 2GB 33 2GB H7 H7 H 0 1 N N N 15.018 47.149 42.356 2.289 1.462 1.463 H7 2GB 34 2GB H8 H8 H 0 1 N N N 26.216 47.349 43.645 -5.872 -1.901 0.415 H8 2GB 35 2GB H9 H9 H 0 1 N N N 28.558 46.983 44.300 -8.184 -1.479 -0.313 H9 2GB 36 2GB H10 H10 H 0 1 N N N 29.244 44.878 45.447 -8.766 0.651 -1.398 H10 2GB 37 2GB H11 H11 H 0 1 N N N 27.501 43.138 45.848 -7.042 2.367 -1.765 H11 2GB 38 2GB H12 H12 H 0 1 N N N 25.141 43.580 45.282 -4.724 1.961 -1.045 H12 2GB 39 2GB H13 H13 H 0 1 N N N 23.615 43.864 45.085 -3.023 1.656 -0.515 H13 2GB 40 2GB H14 H14 H 0 1 N N N 21.197 44.010 44.779 -0.710 1.232 0.210 H14 2GB 41 2GB H15 H15 H 0 1 N N N 24.176 47.521 42.932 -4.171 -2.204 0.951 H15 2GB 42 2GB H16 H16 H 0 1 N N N 21.718 47.604 42.524 -1.854 -2.611 1.668 H16 2GB 43 2GB H17 H17 H 0 1 N N N 19.293 46.831 43.559 0.750 -0.024 1.678 H17 2GB 44 2GB H18 H18 H 0 1 N N N 19.382 45.423 42.446 0.272 -1.626 2.290 H18 2GB 45 2GB H19 H19 H 0 1 N N N 16.896 42.169 44.655 2.857 -2.466 -1.640 H19 2GB 46 2GB H20 H20 H 0 1 N N N 13.191 49.247 40.192 1.506 5.022 1.860 H20 2GB 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 2GB OXT C DOUB N N 1 2GB OE2 CD DOUB N N 2 2GB CD OE1 SING N N 3 2GB CD CG SING N N 4 2GB C O SING N N 5 2GB C CA SING N N 6 2GB CG CB SING N N 7 2GB CB CA SING N N 8 2GB CA N SING N N 9 2GB OAU PBA DOUB N N 10 2GB CAK CAL DOUB Y N 11 2GB CAK CAH SING Y N 12 2GB N PBA SING N N 13 2GB CAL CAI SING Y N 14 2GB CAB CAH SING N N 15 2GB CAB OAT SING N N 16 2GB CAH CAJ DOUB Y N 17 2GB PBA OAT SING N N 18 2GB PBA OAV SING N N 19 2GB CAI CAN SING N N 20 2GB CAI CAM DOUB Y N 21 2GB CAP CAN DOUB Y N 22 2GB CAP CAS SING Y N 23 2GB CAJ CAM SING Y N 24 2GB CAN CAQ SING Y N 25 2GB CAS CAO DOUB Y N 26 2GB CAQ CAR DOUB Y N 27 2GB CAO CAR SING Y N 28 2GB N H1 SING N N 29 2GB CA H2 SING N N 30 2GB O H3 SING N N 31 2GB CB H4 SING N N 32 2GB CB H5 SING N N 33 2GB CG H6 SING N N 34 2GB CG H7 SING N N 35 2GB CAP H8 SING N N 36 2GB CAS H9 SING N N 37 2GB CAO H10 SING N N 38 2GB CAR H11 SING N N 39 2GB CAQ H12 SING N N 40 2GB CAM H13 SING N N 41 2GB CAJ H14 SING N N 42 2GB CAL H15 SING N N 43 2GB CAK H16 SING N N 44 2GB CAB H17 SING N N 45 2GB CAB H18 SING N N 46 2GB OAV H19 SING N N 47 2GB OE1 H20 SING N N 48 # 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 2GB SMILES ACDLabs 12.01 "O=C(O)C(NP(=O)(OCc1ccc(cc1)c2ccccc2)O)CCC(=O)O" 2GB InChI InChI 1.03 "InChI=1S/C18H20NO7P/c20-17(21)11-10-16(18(22)23)19-27(24,25)26-12-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16H,10-12H2,(H,20,21)(H,22,23)(H2,19,24,25)/t16-/m0/s1" 2GB InChIKey InChI 1.03 DATQTWKKBHKLSV-INIZCTEOSA-N 2GB SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@H](N[P](O)(=O)OCc1ccc(cc1)c2ccccc2)C(O)=O" 2GB SMILES CACTVS 3.385 "OC(=O)CC[CH](N[P](O)(=O)OCc1ccc(cc1)c2ccccc2)C(O)=O" 2GB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)COP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O" 2GB SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)COP(=O)(NC(CCC(=O)O)C(=O)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 2GB "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-(biphenyl-4-ylmethoxy)(hydroxy)phosphoryl]-L-glutamic acid" 2GB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[oxidanyl-[(4-phenylphenyl)methoxy]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 2GB "Create component" 2014-03-27 EBI 2GB "Modify descriptor" 2014-09-05 RCSB 2GB "Initial release" 2015-05-20 RCSB #