data_2G4 # _chem_comp.id 2G4 _chem_comp.name "N-[(S)-hydroxy(4-phenylbutoxy)phosphoryl]-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 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 359.311 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2G4 _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 4P4E _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 2G4 CAJ C1 C 0 1 Y N N 23.783 44.198 44.224 -5.913 1.337 0.066 CAJ 2G4 1 2G4 CAH C2 C 0 1 Y N N 24.688 43.991 45.272 -7.100 0.905 -0.495 CAH 2G4 2 2G4 CAG C3 C 0 1 Y N N 25.680 44.935 45.510 -7.415 -0.441 -0.495 CAG 2G4 3 2G4 CAI C4 C 0 1 Y N N 25.803 46.103 44.732 -6.544 -1.355 0.067 CAI 2G4 4 2G4 CAK C5 C 0 1 Y N N 24.899 46.318 43.681 -5.356 -0.923 0.628 CAK 2G4 5 2G4 CAV C6 C 0 1 Y N N 23.897 45.365 43.441 -5.038 0.422 0.622 CAV 2G4 6 2G4 CAP C7 C 0 1 N N N 22.932 45.608 42.286 -3.744 0.893 1.234 CAP 2G4 7 2G4 CAM C8 C 0 1 N N N 21.764 46.361 42.857 -2.646 0.891 0.169 CAM 2G4 8 2G4 CAL C9 C 0 1 N N N 20.953 45.467 43.813 -1.332 1.369 0.790 CAL 2G4 9 2G4 CAN C10 C 0 1 N N N 19.462 45.847 43.653 -0.234 1.367 -0.276 CAN 2G4 10 2G4 OAS O1 O 0 1 N N N 18.740 45.035 44.554 0.993 1.813 0.305 OAS 2G4 11 2G4 PAX P1 P 0 1 N N N 17.620 44.113 43.996 2.364 1.936 -0.530 PAX 2G4 12 2G4 OAF O2 O 0 1 N N N 16.952 43.446 45.149 3.465 2.709 0.355 OAF 2G4 13 2G4 OAC O3 O 0 1 N N N 18.211 43.057 43.020 2.116 2.693 -1.778 OAC 2G4 14 2G4 N N1 N 0 1 N N N 16.551 45.097 43.200 2.930 0.398 -0.911 N 2G4 15 2G4 CA C11 C 0 1 N N S 16.013 44.591 41.898 3.188 -0.384 0.306 CA 2G4 16 2G4 C C12 C 0 1 N N N 17.047 44.724 40.741 4.643 -0.265 0.680 C 2G4 17 2G4 OXT O4 O 0 1 N N N 17.906 45.629 40.845 5.111 -0.900 1.766 OXT 2G4 18 2G4 O O5 O 0 1 N N N 16.955 43.909 39.778 5.388 0.402 0.003 O 2G4 19 2G4 CB C13 C 0 1 N N N 14.697 45.311 41.423 2.845 -1.853 0.051 CB 2G4 20 2G4 CG C14 C 0 1 N N N 14.946 46.814 41.386 1.343 -1.989 -0.206 CG 2G4 21 2G4 CD C15 C 0 1 N N N 13.828 47.601 40.646 1.006 -3.436 -0.458 CD 2G4 22 2G4 OE2 O6 O 0 1 N N N 13.103 46.994 39.816 1.877 -4.273 -0.433 OE2 2G4 23 2G4 OE1 O7 O 0 1 N N N 13.791 48.862 40.832 -0.263 -3.796 -0.708 OE1 2G4 24 2G4 H1 H1 H 0 1 N N N 23.008 43.474 44.018 -5.667 2.388 0.065 H1 2G4 25 2G4 H2 H2 H 0 1 N N N 24.616 43.107 45.889 -7.781 1.619 -0.934 H2 2G4 26 2G4 H3 H3 H 0 1 N N N 26.378 44.768 46.317 -8.343 -0.779 -0.933 H3 2G4 27 2G4 H4 H4 H 0 1 N N N 26.581 46.822 44.941 -6.790 -2.407 0.067 H4 2G4 28 2G4 H5 H5 H 0 1 N N N 24.973 47.203 43.066 -4.675 -1.638 1.067 H5 2G4 29 2G4 H6 H6 H 0 1 N N N 22.596 44.650 41.863 -3.872 1.903 1.622 H6 2G4 30 2G4 H7 H7 H 0 1 N N N 23.421 46.204 41.501 -3.462 0.224 2.047 H7 2G4 31 2G4 H8 H8 H 0 1 N N N 22.135 47.237 43.409 -2.518 -0.120 -0.219 H8 2G4 32 2G4 H9 H9 H 0 1 N N N 21.113 46.694 42.035 -2.928 1.559 -0.645 H9 2G4 33 2G4 H10 H10 H 0 1 N N N 21.101 44.408 43.553 -1.460 2.379 1.178 H10 2G4 34 2G4 H11 H11 H 0 1 N N N 21.275 45.638 44.851 -1.050 0.700 1.603 H11 2G4 35 2G4 H12 H12 H 0 1 N N N 19.313 46.909 43.896 -0.106 0.356 -0.664 H12 2G4 36 2G4 H13 H13 H 0 1 N N N 19.130 45.657 42.621 -0.516 2.036 -1.089 H13 2G4 37 2G4 H14 H14 H 0 1 N N N 17.023 42.503 45.054 3.677 2.269 1.190 H14 2G4 38 2G4 H15 H15 H 0 1 N N N 17.014 45.965 43.020 3.754 0.448 -1.490 H15 2G4 39 2G4 H16 H16 H 0 1 N N N 15.779 43.522 42.013 2.571 -0.003 1.120 H16 2G4 40 2G4 H17 H17 H 0 1 N N N 18.480 45.610 40.088 6.051 -0.794 1.966 H17 2G4 41 2G4 H18 H18 H 0 1 N N N 13.880 45.089 42.125 3.397 -2.209 -0.819 H18 2G4 42 2G4 H19 H19 H 0 1 N N N 14.424 44.957 40.418 3.120 -2.447 0.923 H19 2G4 43 2G4 H20 H20 H 0 1 N N N 15.901 46.998 40.873 0.792 -1.633 0.664 H20 2G4 44 2G4 H21 H21 H 0 1 N N N 15.008 47.184 42.420 1.069 -1.395 -1.078 H21 2G4 45 2G4 H22 H22 H 0 1 N N N 13.143 49.249 40.255 -0.431 -4.735 -0.863 H22 2G4 46 # 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 2G4 O C DOUB N N 1 2G4 OE2 CD DOUB N N 2 2G4 CD OE1 SING N N 3 2G4 CD CG SING N N 4 2G4 C OXT SING N N 5 2G4 C CA SING N N 6 2G4 CG CB SING N N 7 2G4 CB CA SING N N 8 2G4 CA N SING N N 9 2G4 CAP CAM SING N N 10 2G4 CAP CAV SING N N 11 2G4 CAM CAL SING N N 12 2G4 OAC PAX DOUB N N 13 2G4 N PAX SING N N 14 2G4 CAV CAK DOUB Y N 15 2G4 CAV CAJ SING Y N 16 2G4 CAN CAL SING N N 17 2G4 CAN OAS SING N N 18 2G4 CAK CAI SING Y N 19 2G4 PAX OAS SING N N 20 2G4 PAX OAF SING N N 21 2G4 CAJ CAH DOUB Y N 22 2G4 CAI CAG DOUB Y N 23 2G4 CAH CAG SING Y N 24 2G4 CAJ H1 SING N N 25 2G4 CAH H2 SING N N 26 2G4 CAG H3 SING N N 27 2G4 CAI H4 SING N N 28 2G4 CAK H5 SING N N 29 2G4 CAP H6 SING N N 30 2G4 CAP H7 SING N N 31 2G4 CAM H8 SING N N 32 2G4 CAM H9 SING N N 33 2G4 CAL H10 SING N N 34 2G4 CAL H11 SING N N 35 2G4 CAN H12 SING N N 36 2G4 CAN H13 SING N N 37 2G4 OAF H14 SING N N 38 2G4 N H15 SING N N 39 2G4 CA H16 SING N N 40 2G4 OXT H17 SING N N 41 2G4 CB H18 SING N N 42 2G4 CB H19 SING N N 43 2G4 CG H20 SING N N 44 2G4 CG H21 SING N N 45 2G4 OE1 H22 SING N N 46 # 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 2G4 SMILES ACDLabs 12.01 "O=C(O)C(NP(=O)(O)OCCCCc1ccccc1)CCC(=O)O" 2G4 InChI InChI 1.03 "InChI=1S/C15H22NO7P/c17-14(18)10-9-13(15(19)20)16-24(21,22)23-11-5-4-8-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11H2,(H,17,18)(H,19,20)(H2,16,21,22)/t13-/m0/s1" 2G4 InChIKey InChI 1.03 QQDXXPMQJXSLMC-ZDUSSCGKSA-N 2G4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@H](N[P](O)(=O)OCCCCc1ccccc1)C(O)=O" 2G4 SMILES CACTVS 3.385 "OC(=O)CC[CH](N[P](O)(=O)OCCCCc1ccccc1)C(O)=O" 2G4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCOP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O" 2G4 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCOP(=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 2G4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-hydroxy(4-phenylbutoxy)phosphoryl]-L-glutamic acid" 2G4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[oxidanyl(4-phenylbutoxy)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 2G4 "Create component" 2014-03-27 EBI 2G4 "Modify descriptor" 2014-09-05 RCSB 2G4 "Initial release" 2015-05-20 RCSB #