data_GHE # _chem_comp.id GHE _chem_comp.name "(2R)-1-[6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxidanylidene-hexanoyl]pyrrolidine-2-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-29 _chem_comp.pdbx_modified_date 2014-09-05 _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 340.372 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GHE _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 4AVT _chem_comp.pdbx_subcomponent_list "DPR 0L1 DPR" _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 GHE N1 N1 N 0 1 N N N 79.575 230.599 118.060 4.305 -0.468 -0.375 N DPR 1 GHE C2 C2 C 0 1 N N R 80.067 230.994 119.333 5.635 0.159 -0.374 CA DPR 2 GHE C3 C3 C 0 1 N N N 80.540 229.770 119.970 6.677 -0.979 -0.401 CB DPR 3 GHE C4 C4 C 0 1 N N N 80.513 228.726 118.911 5.875 -2.171 -0.987 CG DPR 4 GHE C5 C5 C 0 1 N N N 79.470 229.189 117.975 4.472 -1.932 -0.370 CD DPR 5 GHE C1 C1 C 0 1 N N N 78.975 231.604 120.155 5.811 0.985 0.874 C DPR 6 GHE O2 O2 O 0 1 N N N 77.791 231.175 120.133 4.914 1.061 1.680 O DPR 7 GHE O1 O1 O 0 1 N N N 79.205 232.591 120.907 6.964 1.638 1.089 OXT DPR 8 GHE C6 C6 C 0 1 N N N 79.215 231.498 116.966 3.128 0.189 -0.375 C2 0L1 9 GHE O6 O6 O 0 1 N N N 79.303 232.701 117.057 3.109 1.401 -0.373 O2 0L1 10 GHE C7 C7 C 0 1 N N N 78.675 230.921 115.681 1.834 -0.585 -0.376 C3 0L1 11 GHE C8 C8 C 0 1 N N N 77.525 231.741 115.126 0.656 0.392 -0.375 C4 0L1 12 GHE C9 C9 C 0 1 N N N 76.732 232.493 116.152 -0.657 -0.393 -0.377 C5 0L1 13 GHE C10 C10 C 0 1 N N N 75.315 232.859 115.770 -1.835 0.584 -0.376 C6 0L1 14 GHE C11 C11 C 0 1 N N N 75.140 233.488 114.413 -3.128 -0.189 -0.377 C7 0L1 15 GHE O11 O11 O 0 1 N N N 75.113 232.805 113.412 -3.110 -1.402 -0.379 O4 0L1 16 GHE N2 N2 N 0 1 N N N 75.021 234.901 114.290 -4.306 0.467 -0.377 N DPR 17 GHE C15 C15 C 0 1 N N R 74.997 235.849 115.351 -5.636 -0.159 -0.372 CA DPR 18 GHE C14 C14 C 0 1 N N N 73.976 236.824 114.884 -6.678 0.979 -0.400 CB DPR 19 GHE C13 C13 C 0 1 N N N 73.799 236.579 113.413 -5.877 2.169 -0.990 CG DPR 20 GHE C12 C12 C 0 1 N N N 74.817 235.556 113.052 -4.473 1.932 -0.375 CD DPR 21 GHE C16 C16 C 0 1 N N N 76.276 236.547 115.645 -5.810 -0.983 0.877 C DPR 22 GHE O16 O16 O 0 1 N N N 76.258 237.670 116.208 -4.917 -1.046 1.689 O DPR 23 GHE O17 O17 O 0 1 N N N 77.403 236.051 115.360 -6.957 -1.647 1.089 OXT DPR 24 GHE H2 H2 H 0 1 N N N 80.894 231.711 119.226 5.749 0.787 -1.257 HA DPR 25 GHE H31C H31C H 0 0 N N N 81.564 229.906 120.348 7.514 -0.721 -1.051 HB2 DPR 26 GHE H32C H32C H 0 0 N N N 79.876 229.490 120.801 7.026 -1.207 0.606 HB3 DPR 27 GHE H41C H41C H 0 0 N N N 81.488 228.657 118.406 5.841 -2.122 -2.076 HG2 DPR 28 GHE H42C H42C H 0 0 N N N 80.249 227.746 119.336 6.290 -3.122 -0.654 HG3 DPR 29 GHE H51C H51C H 0 0 N N N 79.671 228.838 116.952 4.434 -2.320 0.648 HD2 DPR 30 GHE H52C H52C H 0 0 N N N 78.474 228.846 118.291 3.703 -2.401 -0.984 HD3 DPR 31 GHE H1 H1 H 0 1 N N N 78.403 232.849 121.346 7.030 2.155 1.904 HXT DPR 32 GHE H71C H71C H 0 0 N N N 79.484 230.895 114.936 1.786 -1.211 -1.267 H2 0L1 33 GHE H72C H72C H 0 0 N N N 78.321 229.898 115.873 1.786 -1.213 0.513 H3 0L1 34 GHE H81C H81C H 0 0 N N N 77.938 232.469 114.412 0.704 1.019 0.515 H4 0L1 35 GHE H82C H82C H 0 0 N N N 76.842 231.058 114.599 0.705 1.021 -1.265 H5 0L1 36 GHE H91C H91C H 0 0 N N N 76.685 231.873 117.059 -0.705 -1.019 -1.268 H6 0L1 37 GHE H92C H92C H 0 0 N N N 77.271 233.426 116.374 -0.706 -1.021 0.512 H7 0L1 38 GHE H101 H101 H 0 0 N N N 74.711 231.940 115.796 -1.787 1.210 0.515 H8 0L1 39 GHE H102 H102 H 0 0 N N N 74.936 233.568 116.521 -1.786 1.212 -1.265 H9 0L1 40 GHE H15 H15 H 0 1 N N N 74.635 235.368 116.271 -5.751 -0.792 -1.252 HA DPR 41 GHE H141 H141 H 0 0 N N N 74.324 237.853 115.059 -7.516 0.719 -1.048 HB2 DPR 42 GHE H142 H142 H 0 0 N N N 73.026 236.663 115.414 -7.027 1.206 0.607 HB3 DPR 43 GHE H131 H131 H 0 0 N N N 73.969 237.506 112.846 -5.844 2.117 -2.078 HG2 DPR 44 GHE H132 H132 H 0 0 N N N 72.786 236.203 113.206 -6.292 3.121 -0.659 HG3 DPR 45 GHE H121 H121 H 0 0 N N N 75.744 236.024 112.689 -4.432 2.317 0.644 HD2 DPR 46 GHE H122 H122 H 0 0 N N N 74.434 234.861 112.290 -3.705 2.402 -0.990 HD3 DPR 47 GHE H17 H17 H 0 1 N N N 78.090 236.646 115.636 -7.022 -2.162 1.905 HXT DPR 48 # 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 GHE C1 O1 SING N N 1 GHE C1 O2 DOUB N N 2 GHE C1 C2 SING N N 3 GHE C2 C3 SING N N 4 GHE C2 N1 SING N N 5 GHE C3 C4 SING N N 6 GHE C4 C5 SING N N 7 GHE C5 N1 SING N N 8 GHE N1 C6 SING N N 9 GHE C6 O6 DOUB N N 10 GHE C6 C7 SING N N 11 GHE C7 C8 SING N N 12 GHE C8 C9 SING N N 13 GHE C9 C10 SING N N 14 GHE C10 C11 SING N N 15 GHE C11 O11 DOUB N N 16 GHE C11 N2 SING N N 17 GHE N2 C12 SING N N 18 GHE N2 C15 SING N N 19 GHE C12 C13 SING N N 20 GHE C13 C14 SING N N 21 GHE C14 C15 SING N N 22 GHE C15 C16 SING N N 23 GHE C16 O16 DOUB N N 24 GHE C16 O17 SING N N 25 GHE O1 H1 SING N N 26 GHE C2 H2 SING N N 27 GHE C3 H31C SING N N 28 GHE C3 H32C SING N N 29 GHE C4 H41C SING N N 30 GHE C4 H42C SING N N 31 GHE C5 H51C SING N N 32 GHE C5 H52C SING N N 33 GHE C7 H71C SING N N 34 GHE C7 H72C SING N N 35 GHE C8 H81C SING N N 36 GHE C8 H82C SING N N 37 GHE C9 H91C SING N N 38 GHE C9 H92C SING N N 39 GHE C10 H101 SING N N 40 GHE C10 H102 SING N N 41 GHE C12 H121 SING N N 42 GHE C12 H122 SING N N 43 GHE C15 H15 SING N N 44 GHE C13 H131 SING N N 45 GHE C13 H132 SING N N 46 GHE C14 H141 SING N N 47 GHE C14 H142 SING N N 48 GHE O17 H17 SING N N 49 # 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 GHE SMILES ACDLabs 12.01 "O=C(N1C(C(=O)O)CCC1)CCCCC(=O)N2C(C(=O)O)CCC2" GHE InChI InChI 1.03 "InChI=1S/C16H24N2O6/c19-13(17-9-3-5-11(17)15(21)22)7-1-2-8-14(20)18-10-4-6-12(18)16(23)24/h11-12H,1-10H2,(H,21,22)(H,23,24)/t11-,12-/m1/s1" GHE InChIKey InChI 1.03 HZLAWYIBLZNRFZ-VXGBXAGGSA-N GHE SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H]1CCCN1C(=O)CCCCC(=O)N2CCC[C@@H]2C(O)=O" GHE SMILES CACTVS 3.385 "OC(=O)[CH]1CCCN1C(=O)CCCCC(=O)N2CCC[CH]2C(O)=O" GHE SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1C[C@@H](N(C1)C(=O)CCCCC(=O)N2CCC[C@@H]2C(=O)O)C(=O)O" GHE SMILES "OpenEye OEToolkits" 1.9.2 "C1CC(N(C1)C(=O)CCCCC(=O)N2CCCC2C(=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 GHE "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,2'R)-1,1'-(1,6-dioxohexane-1,6-diyl)dipyrrolidine-2-carboxylic acid (non-preferred name) ; GHE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-1-[6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxidanylidene-hexanoyl]pyrrolidine-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 GHE "Create component" 2012-05-29 EBI GHE "Initial release" 2013-06-19 RCSB GHE "Modify descriptor" 2014-09-05 RCSB #