data_GPI # _chem_comp.id GPI _chem_comp.name "(2S)-[3-PYRIDYL-1-PROPYL]-1-[3,3-DIMETHYL-1,2-DIOXOPENTYL]-2-PYRROLIDINECARBOXYLATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GPI-1046 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-06-16 _chem_comp.pdbx_modified_date 2021-03-01 _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 360.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GPI _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1F40 _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 GPI C2 C2 C 0 1 N N S -3.861 1.684 -0.804 -1.504 -0.690 0.899 C2 GPI 1 GPI N6 N6 N 0 1 N N N -4.145 3.148 -0.447 -1.294 -0.258 2.288 N6 GPI 2 GPI C5 C5 C 0 1 N N N -2.772 3.843 -0.504 -2.540 0.351 2.787 C5 GPI 3 GPI C3 C3 C 0 1 N N N -2.447 1.411 -0.328 -2.967 -0.361 0.533 C3 GPI 4 GPI C4 C4 C 0 1 N N N -1.711 2.737 -0.447 -3.662 -0.270 1.917 C4 GPI 5 GPI C1 C1 C 0 1 N N N -4.833 0.767 -0.042 -0.567 0.044 -0.024 C1 GPI 6 GPI O1 O1 O 0 1 N N N -4.461 0.205 0.991 0.213 0.849 0.423 O1 GPI 7 GPI O2 O2 O 0 1 N N N -6.100 0.571 -0.516 -0.601 -0.194 -1.344 O2 GPI 8 GPI C14 C14 C 0 1 N N N -7.038 0.541 0.566 0.300 0.514 -2.234 C14 GPI 9 GPI C15 C15 C 0 1 N N N -8.453 0.808 0.023 0.057 0.059 -3.675 C15 GPI 10 GPI C16 C16 C 0 1 N N N -9.376 -0.361 0.402 1.009 0.805 -4.612 C16 GPI 11 GPI N19 N19 N 0 1 Y N N -11.357 1.229 3.295 1.265 -1.110 -7.795 N19 GPI 12 GPI C20 C20 C 0 1 Y N N -11.083 0.341 4.359 0.394 -0.509 -8.581 C20 GPI 13 GPI C21 C21 C 0 1 Y N N -10.254 -0.775 4.139 -0.342 0.568 -8.127 C21 GPI 14 GPI C22 C22 C 0 1 Y N N -9.704 -0.998 2.857 -0.155 1.015 -6.828 C22 GPI 15 GPI C17 C17 C 0 1 Y N N -9.979 -0.110 1.795 0.769 0.358 -6.031 C17 GPI 16 GPI C18 C18 C 0 1 Y N N -10.807 1.007 2.014 1.473 -0.708 -6.556 C18 GPI 17 GPI C7 C7 C 0 1 N N N -5.305 3.695 -0.160 -0.150 -0.391 2.988 C7 GPI 18 GPI O7 O7 O 0 1 N N N -6.326 3.011 -0.154 0.818 -0.910 2.473 O7 GPI 19 GPI C8 C8 C 0 1 N N N -5.382 5.197 0.173 -0.074 0.099 4.393 C8 GPI 20 GPI O8 O8 O 0 1 N N N -5.069 6.028 -0.677 -1.038 0.616 4.905 O8 GPI 21 GPI C9 C9 C 0 1 N N N -5.850 5.665 1.565 1.205 -0.049 5.176 C9 GPI 22 GPI C12 C12 C 0 1 N N N -5.026 6.892 1.993 2.330 0.701 4.461 C12 GPI 23 GPI C13 C13 C 0 1 N N N -5.653 4.536 2.593 1.568 -1.531 5.282 C13 GPI 24 GPI C10 C10 C 0 1 N N N -7.339 6.047 1.504 1.015 0.530 6.579 C10 GPI 25 GPI C11 C11 C 0 1 N N N -7.541 7.160 0.461 2.314 0.379 7.373 C11 GPI 26 GPI H2 H2 H 0 1 N N N -4.005 1.630 -1.886 -1.335 -1.764 0.820 H2 GPI 27 GPI H51 1H5 H 0 1 N N N -2.665 4.477 -1.402 -2.691 0.099 3.837 H51 GPI 28 GPI H52 2H5 H 0 1 N N N -2.659 4.513 0.369 -2.513 1.432 2.655 H52 GPI 29 GPI H31 1H3 H 0 1 N N N -1.964 0.641 -0.958 -3.406 -1.159 -0.066 H31 GPI 30 GPI H32 2H3 H 0 1 N N N -2.443 1.017 0.706 -3.025 0.592 0.009 H32 GPI 31 GPI H41 1H4 H 0 1 N N N -1.139 2.739 -1.404 -3.936 -1.259 2.283 H41 GPI 32 GPI H42 2H4 H 0 1 N N N -0.985 2.897 0.372 -4.532 0.384 1.876 H42 GPI 33 GPI H141 1H14 H 0 0 N N N -6.780 1.308 1.296 0.120 1.586 -2.156 H141 GPI 34 GPI H142 2H14 H 0 0 N N N -7.013 -0.439 1.042 1.331 0.297 -1.954 H142 GPI 35 GPI H151 1H15 H 0 0 N N N -8.415 0.905 -1.061 0.238 -1.012 -3.753 H151 GPI 36 GPI H152 2H15 H 0 0 N N N -8.840 1.731 0.456 -0.972 0.275 -3.955 H152 GPI 37 GPI H161 1H16 H 0 0 N N N -8.803 -1.287 0.416 0.828 1.878 -4.534 H161 GPI 38 GPI H162 2H16 H 0 0 N N N -10.179 -0.443 -0.331 2.039 0.589 -4.332 H162 GPI 39 GPI H20 H20 H 0 1 N N N -11.508 0.518 5.336 0.254 -0.863 -9.592 H20 GPI 40 GPI H21 H21 H 0 1 N N N -10.040 -1.458 4.947 -1.054 1.056 -8.776 H21 GPI 41 GPI H22 H22 H 0 1 N N N -9.067 -1.854 2.690 -0.716 1.855 -6.446 H22 GPI 42 GPI H18 H18 H 0 1 N N N -11.021 1.690 1.206 2.195 -1.225 -5.942 H18 GPI 43 GPI H121 1H12 H 0 0 N N N -4.103 6.910 1.456 2.071 1.757 4.385 H121 GPI 44 GPI H122 2H12 H 0 0 N N N -5.579 7.782 1.759 3.255 0.593 5.026 H122 GPI 45 GPI H123 3H12 H 0 0 N N N -4.833 6.852 3.045 2.465 0.288 3.461 H123 GPI 46 GPI H131 1H13 H 0 0 N N N -6.315 3.705 2.356 0.766 -2.066 5.791 H131 GPI 47 GPI H132 2H13 H 0 0 N N N -4.619 4.188 2.546 1.703 -1.945 4.282 H132 GPI 48 GPI H133 3H13 H 0 0 N N N -5.873 4.905 3.596 2.493 -1.639 5.847 H133 GPI 49 GPI H101 1H10 H 0 0 N N N -7.664 6.402 2.482 0.213 -0.004 7.088 H101 GPI 50 GPI H102 2H10 H 0 0 N N N -7.928 5.174 1.222 0.756 1.586 6.503 H102 GPI 51 GPI H111 1H11 H 0 0 N N N -8.157 6.801 -0.334 2.179 0.792 8.372 H111 GPI 52 GPI H112 2H11 H 0 0 N N N -8.033 7.992 0.930 2.573 -0.676 7.448 H112 GPI 53 GPI H113 3H11 H 0 0 N N N -6.595 7.471 0.074 3.116 0.914 6.863 H113 GPI 54 # # 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 GPI C2 N6 SING N N 1 GPI C2 C3 SING N N 2 GPI C2 C1 SING N N 3 GPI C2 H2 SING N N 4 GPI N6 C5 SING N N 5 GPI N6 C7 SING N N 6 GPI C5 C4 SING N N 7 GPI C5 H51 SING N N 8 GPI C5 H52 SING N N 9 GPI C3 C4 SING N N 10 GPI C3 H31 SING N N 11 GPI C3 H32 SING N N 12 GPI C4 H41 SING N N 13 GPI C4 H42 SING N N 14 GPI C1 O1 DOUB N N 15 GPI C1 O2 SING N N 16 GPI O2 C14 SING N N 17 GPI C14 C15 SING N N 18 GPI C14 H141 SING N N 19 GPI C14 H142 SING N N 20 GPI C15 C16 SING N N 21 GPI C15 H151 SING N N 22 GPI C15 H152 SING N N 23 GPI C16 C17 SING N N 24 GPI C16 H161 SING N N 25 GPI C16 H162 SING N N 26 GPI N19 C20 DOUB Y N 27 GPI N19 C18 SING Y N 28 GPI C20 C21 SING Y N 29 GPI C20 H20 SING N N 30 GPI C21 C22 DOUB Y N 31 GPI C21 H21 SING N N 32 GPI C22 C17 SING Y N 33 GPI C22 H22 SING N N 34 GPI C17 C18 DOUB Y N 35 GPI C18 H18 SING N N 36 GPI C7 O7 DOUB N N 37 GPI C7 C8 SING N N 38 GPI C8 O8 DOUB N N 39 GPI C8 C9 SING N N 40 GPI C9 C12 SING N N 41 GPI C9 C13 SING N N 42 GPI C9 C10 SING N N 43 GPI C12 H121 SING N N 44 GPI C12 H122 SING N N 45 GPI C12 H123 SING N N 46 GPI C13 H131 SING N N 47 GPI C13 H132 SING N N 48 GPI C13 H133 SING N N 49 GPI C10 C11 SING N N 50 GPI C10 H101 SING N N 51 GPI C10 H102 SING N N 52 GPI C11 H111 SING N N 53 GPI C11 H112 SING N N 54 GPI C11 H113 SING N N 55 # # 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 GPI SMILES ACDLabs 10.04 "O=C(OCCCc1cccnc1)C2N(C(=O)C(=O)C(C)(C)CC)CCC2" GPI SMILES_CANONICAL CACTVS 3.341 "CCC(C)(C)C(=O)C(=O)N1CCC[C@H]1C(=O)OCCCc2cccnc2" GPI SMILES CACTVS 3.341 "CCC(C)(C)C(=O)C(=O)N1CCC[CH]1C(=O)OCCCc2cccnc2" GPI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCC(C)(C)C(=O)C(=O)N1CCC[C@H]1C(=O)OCCCc2cccnc2" GPI SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)(C)C(=O)C(=O)N1CCCC1C(=O)OCCCc2cccnc2" GPI InChI InChI 1.03 "InChI=1S/C20H28N2O4/c1-4-20(2,3)17(23)18(24)22-12-6-10-16(22)19(25)26-13-7-9-15-8-5-11-21-14-15/h5,8,11,14,16H,4,6-7,9-10,12-13H2,1-3H3/t16-/m0/s1" GPI InChIKey InChI 1.03 OQAHHWOPVDDWHD-INIZCTEOSA-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 GPI "SYSTEMATIC NAME" ACDLabs 10.04 "3-pyridin-3-ylpropyl 1-(3,3-dimethyl-2-oxopentanoyl)-L-prolinate" GPI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-pyridin-3-ylpropyl (2S)-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GPI "Create component" 2000-06-16 RCSB GPI "Modify descriptor" 2011-06-04 RCSB GPI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GPI _pdbx_chem_comp_synonyms.name GPI-1046 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##