data_GG9 # _chem_comp.id GG9 _chem_comp.name "(3R,4S,5R)-5-[(1R)-1-CARBOXY-2,2-DIFLUORO-1-(PHOSPHONOOXY)ETHOXY]-4-HYDROXY-3-(PHOSPHONOOXY)CYCLOHEX-1-ENE-1-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 F2 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-05-03 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 458.154 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GG9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 GG9 C1 C1 C 0 1 N N N 56.660 12.016 28.047 1.906 -2.433 -0.071 C1 GG9 1 GG9 C2 C2 C 0 1 N N N 55.510 11.238 28.394 2.857 -1.548 0.141 C2 GG9 2 GG9 C3 C3 C 0 1 N N R 55.681 9.966 29.222 2.641 -0.246 0.856 C3 GG9 3 GG9 C4 C4 C 0 1 N N S 57.039 9.966 30.057 1.333 -0.291 1.649 C4 GG9 4 GG9 C5 C5 C 0 1 N N R 58.241 10.197 29.096 0.219 -0.790 0.720 C5 GG9 5 GG9 C6 C6 C 0 1 N N N 58.054 11.639 28.480 0.485 -2.255 0.379 C6 GG9 6 GG9 C7 C7 C 0 1 N N N 56.465 13.267 27.244 2.255 -3.664 -0.794 C7 GG9 7 GG9 O1 O1 O 0 1 N N N 55.556 8.745 28.265 2.580 0.815 -0.099 O1 GG9 8 GG9 O2 O2 O 0 1 N N N 57.110 8.704 30.739 1.013 1.018 2.122 O2 GG9 9 GG9 O3 O3 O 0 1 N N N 59.462 10.137 29.844 -1.044 -0.671 1.379 O3 GG9 10 GG9 O4 O4 O 0 1 N N N 55.569 13.279 26.421 3.394 -3.841 -1.179 O4 GG9 11 GG9 O5 O5 O 0 1 N N N 57.191 14.186 27.491 1.311 -4.596 -1.032 O5 GG9 12 GG9 P1 P1 P 0 1 N N N 54.138 7.934 27.967 3.607 2.055 -0.099 P1 GG9 13 GG9 O6 O6 O 0 1 N N N 53.190 8.960 27.339 3.327 2.984 -1.384 O6 GG9 14 GG9 O7 O7 O 0 1 N N N 53.655 7.402 29.382 3.403 2.921 1.243 O7 GG9 15 GG9 O8 O8 O 0 1 N N N 54.628 6.862 26.960 4.995 1.546 -0.151 O8 GG9 16 GG9 C8 C8 C 0 1 N N R 60.406 9.042 29.736 -2.115 -0.282 0.517 C8 GG9 17 GG9 C9 C9 C 0 1 N N N 59.828 7.551 29.652 -3.380 -0.054 1.347 C9 GG9 18 GG9 C10 C10 C 0 1 N N N 61.320 9.110 30.934 -2.367 -1.370 -0.494 C10 GG9 19 GG9 O9 O9 O 0 1 N N N 61.859 10.266 31.007 -2.171 -1.161 -1.668 O9 GG9 20 GG9 O10 O10 O 0 1 N N N 61.508 8.190 31.753 -2.809 -2.572 -0.091 O10 GG9 21 GG9 P2 P2 P 0 1 N N N 61.070 9.437 26.935 -2.741 1.655 -1.214 P2 GG9 22 GG9 O11 O11 O 0 1 N N N 62.311 8.853 26.226 -4.051 1.916 -0.575 O11 GG9 23 GG9 O12 O12 O 0 1 N N N 60.974 10.922 26.740 -2.950 0.705 -2.497 O12 GG9 24 GG9 O13 O13 O 0 1 N N N 59.792 8.694 26.473 -2.084 3.049 -1.680 O13 GG9 25 GG9 O14 O14 O 0 1 N N N 61.286 9.265 28.559 -1.766 0.927 -0.161 O14 GG9 26 GG9 F1 F1 F 0 1 N N N 58.906 7.407 28.764 -3.676 -1.212 2.074 F1 GG9 27 GG9 F2 F2 F 0 1 N N N 60.791 6.664 29.505 -3.173 1.012 2.230 F2 GG9 28 GG9 H2 H2 H 0 1 N N N 54.527 11.549 28.072 3.850 -1.771 -0.221 H2 GG9 29 GG9 H3 H3 H 0 1 N N N 54.889 9.908 29.983 3.470 -0.068 1.541 H3 GG9 30 GG9 H4 H4 H 0 1 N N N 57.072 10.778 30.798 1.439 -0.973 2.492 H4 GG9 31 GG9 H5 H5 H 0 1 N N N 58.282 9.434 28.305 0.214 -0.199 -0.196 H5 GG9 32 GG9 H61 1H6 H 0 1 N N N 58.696 11.696 27.589 -0.188 -2.571 -0.417 H61 GG9 33 GG9 H62 2H6 H 0 1 N N N 58.308 12.339 29.290 0.307 -2.867 1.264 H62 GG9 34 GG9 HO2 HO2 H 0 1 N N N 57.126 8.000 30.102 1.684 1.401 2.704 HO2 GG9 35 GG9 HO5 HO5 H 0 1 N N N 56.960 14.928 26.945 1.587 -5.389 -1.511 HO5 GG9 36 GG9 HO6 HO6 H 0 1 N N N 52.994 9.640 27.973 3.910 3.752 -1.449 HO6 GG9 37 GG9 HO7 HO7 H 0 1 N N N 53.558 6.457 29.350 2.514 3.287 1.344 HO7 GG9 38 GG9 H9 H9 H 0 1 N N N 59.341 7.362 30.620 -4.213 0.181 0.683 H9 GG9 39 GG9 HO10 HO10 H 0 0 N N N 62.107 8.484 32.429 -2.955 -3.238 -0.776 HO10 GG9 40 GG9 HO12 HO12 H 0 0 N N N 60.954 11.352 27.587 -2.132 0.492 -2.966 HO12 GG9 41 GG9 HO13 HO13 H 0 0 N N N 59.226 8.542 27.221 -2.619 3.543 -2.316 HO13 GG9 42 # 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 GG9 C1 C7 SING N N 1 GG9 C1 C2 DOUB N N 2 GG9 C1 C6 SING N N 3 GG9 C2 C3 SING N N 4 GG9 C2 H2 SING N N 5 GG9 C3 O1 SING N N 6 GG9 C3 C4 SING N N 7 GG9 C3 H3 SING N N 8 GG9 C4 C5 SING N N 9 GG9 C4 O2 SING N N 10 GG9 C4 H4 SING N N 11 GG9 C5 C6 SING N N 12 GG9 C5 O3 SING N N 13 GG9 C5 H5 SING N N 14 GG9 C6 H61 SING N N 15 GG9 C6 H62 SING N N 16 GG9 C7 O4 DOUB N N 17 GG9 C7 O5 SING N N 18 GG9 O1 P1 SING N N 19 GG9 O2 HO2 SING N N 20 GG9 O3 C8 SING N N 21 GG9 O5 HO5 SING N N 22 GG9 P1 O8 DOUB N N 23 GG9 P1 O6 SING N N 24 GG9 P1 O7 SING N N 25 GG9 O6 HO6 SING N N 26 GG9 O7 HO7 SING N N 27 GG9 C8 O14 SING N N 28 GG9 C8 C9 SING N N 29 GG9 C8 C10 SING N N 30 GG9 C9 F1 SING N N 31 GG9 C9 F2 SING N N 32 GG9 C9 H9 SING N N 33 GG9 C10 O9 DOUB N N 34 GG9 C10 O10 SING N N 35 GG9 O10 HO10 SING N N 36 GG9 P2 O11 DOUB N N 37 GG9 P2 O13 SING N N 38 GG9 P2 O12 SING N N 39 GG9 P2 O14 SING N N 40 GG9 O12 HO12 SING N N 41 GG9 O13 HO13 SING N N 42 # 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 GG9 SMILES ACDLabs 10.04 "FC(F)C(OP(=O)(O)O)(OC1CC(=CC(OP(=O)(O)O)C1O)C(=O)O)C(=O)O" GG9 SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](CC(=C[C@H]1O[P](O)(O)=O)C(O)=O)O[C@](O[P](O)(O)=O)(C(F)F)C(O)=O" GG9 SMILES CACTVS 3.341 "O[CH]1[CH](CC(=C[CH]1O[P](O)(O)=O)C(O)=O)O[C](O[P](O)(O)=O)(C(F)F)C(O)=O" GG9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)OP(=O)(O)O)O)O[C@](C(F)F)(C(=O)O)OP(=O)(O)O" GG9 SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(C=C1C(=O)O)OP(=O)(O)O)O)OC(C(F)F)(C(=O)O)OP(=O)(O)O" GG9 InChI InChI 1.03 "InChI=1S/C10H14F2O14P2/c11-8(12)10(9(16)17,26-28(21,22)23)24-4-1-3(7(14)15)2-5(6(4)13)25-27(18,19)20/h2,4-6,8,13H,1H2,(H,14,15)(H,16,17)(H2,18,19,20)(H2,21,22,23)/t4-,5-,6+,10+/m1/s1" GG9 InChIKey InChI 1.03 OHXHNRRSMKIHDJ-VFWNUGQXSA-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 GG9 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4S,5R)-5-[(1R)-1-carboxy-2,2-difluoro-1-(phosphonooxy)ethoxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid" GG9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-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 GG9 "Create component" 2007-05-03 RCSB GG9 "Modify descriptor" 2011-06-04 RCSB #