data_GIO # _chem_comp.id GIO _chem_comp.name "CYCLO-(GLYCINE-L-PROLINE) INHIBITOR" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H10 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(8AR)-HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-23 _chem_comp.pdbx_modified_date 2020-06-17 _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 154.166 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GIO _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 1W1P _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 GIO OP OP O 0 1 N N N 15.987 43.650 101.185 2.637 0.311 -0.075 OP GIO 1 GIO CP CP C 0 1 N N N 16.946 43.523 101.946 1.540 -0.015 0.327 CP GIO 2 GIO CAP CAP C 0 1 N N S 17.308 44.634 102.936 0.518 -0.573 -0.631 CAP GIO 3 GIO CBP CBP C 0 1 N N N 17.065 46.015 102.323 0.700 0.075 -2.023 CBP GIO 4 GIO CGP CGP C 0 1 N N N 17.891 46.871 103.287 -0.737 -0.027 -2.602 CGP GIO 5 GIO CDP CDP C 0 1 N N N 19.218 46.108 103.330 -1.630 0.189 -1.360 CDP GIO 6 GIO NP NP N 0 1 N N N 18.757 44.708 103.182 -0.816 -0.135 -0.171 NP GIO 7 GIO C C C 0 1 N N N 19.513 43.529 103.150 -1.147 -0.024 1.131 C GIO 8 GIO O O O 0 1 N N N 20.724 43.579 103.354 -2.272 0.277 1.469 O GIO 9 GIO CA CA C 0 1 N N N 18.851 42.178 102.862 -0.069 -0.295 2.157 CA GIO 10 GIO N N N 0 1 N N N 17.732 42.364 101.909 1.230 0.119 1.631 N GIO 11 GIO HAP HAP H 0 1 N N N 16.746 44.516 103.892 0.580 -1.660 -0.687 HAP GIO 12 GIO HBP1 1HBP H 0 0 N N N 15.998 46.313 102.196 1.011 1.116 -1.932 HBP1 GIO 13 GIO HBP2 2HBP H 0 0 N N N 17.313 46.120 101.241 1.407 -0.490 -2.629 HBP2 GIO 14 GIO HGP1 1HGP H 0 0 N N N 17.419 47.054 104.280 -0.910 0.753 -3.343 HGP1 GIO 15 GIO HGP2 2HGP H 0 0 N N N 17.974 47.948 103.011 -0.909 -1.013 -3.033 HGP2 GIO 16 GIO HDP1 1HDP H 0 0 N N N 19.982 46.439 102.588 -1.967 1.225 -1.322 HDP1 GIO 17 GIO HDP2 2HDP H 0 0 N N N 19.853 46.308 104.224 -2.487 -0.482 -1.398 HDP2 GIO 18 GIO HAC1 1HAC H 0 0 N N N 19.585 41.418 102.505 -0.287 0.263 3.067 HAC1 GIO 19 GIO HAC2 2HAC H 0 0 N N N 18.526 41.662 103.796 -0.045 -1.361 2.384 HAC2 GIO 20 GIO H H H 0 1 N N N 17.532 41.640 101.218 1.885 0.501 2.236 H GIO 21 # # 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 GIO OP CP DOUB N N 1 GIO CP CAP SING N N 2 GIO CP N SING N N 3 GIO CAP CBP SING N N 4 GIO CAP NP SING N N 5 GIO CAP HAP SING N N 6 GIO CBP CGP SING N N 7 GIO CBP HBP1 SING N N 8 GIO CBP HBP2 SING N N 9 GIO CGP CDP SING N N 10 GIO CGP HGP1 SING N N 11 GIO CGP HGP2 SING N N 12 GIO CDP NP SING N N 13 GIO CDP HDP1 SING N N 14 GIO CDP HDP2 SING N N 15 GIO NP C SING N N 16 GIO C O DOUB N N 17 GIO C CA SING N N 18 GIO CA N SING N N 19 GIO CA HAC1 SING N N 20 GIO CA HAC2 SING N N 21 GIO N H SING N N 22 # # 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 GIO SMILES ACDLabs 10.04 "O=C1N2C(C(=O)NC1)CCC2" GIO SMILES_CANONICAL CACTVS 3.341 "O=C1CNC(=O)[C@@H]2CCCN12" GIO SMILES CACTVS 3.341 "O=C1CNC(=O)[CH]2CCCN12" GIO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1C[C@H]2C(=O)NCC(=O)N2C1" GIO SMILES "OpenEye OEToolkits" 1.5.0 "C1CC2C(=O)NCC(=O)N2C1" GIO InChI InChI 1.03 "InChI=1S/C7H10N2O2/c10-6-4-8-7(11)5-2-1-3-9(5)6/h5H,1-4H2,(H,8,11)/t5-/m0/s1" GIO InChIKey InChI 1.03 OWOHLURDBZHNGG-YFKPBYRVSA-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 GIO "SYSTEMATIC NAME" ACDLabs 10.04 "(8aS)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione" GIO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8aS)-2,3,6,7,8,8a-hexahydropyrrolo[2,1-f]pyrazine-1,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GIO "Create component" 2004-06-23 EBI GIO "Modify descriptor" 2011-06-04 RCSB GIO "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GIO _pdbx_chem_comp_synonyms.name "(8AR)-HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##