data_9RQ # _chem_comp.id 9RQ _chem_comp.name "[2-oxidanylidene-7-[oxidanyl-[(1~{S})-1-phenylethyl]phosphoryl]oxy-chromen-4-yl]methanesulfonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 O8 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-04 _chem_comp.pdbx_modified_date 2018-12-07 _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 424.362 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9RQ _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 5OD1 _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 9RQ C4 C1 C 0 1 Y N N 34.266 13.176 17.741 -6.201 -0.588 -0.481 C4 9RQ 1 9RQ C14 C2 C 0 1 N N N 43.398 18.075 20.104 4.729 0.617 0.702 C14 9RQ 2 9RQ C5 C3 C 0 1 Y N N 33.146 12.507 18.214 -7.049 -0.025 -1.416 C5 9RQ 3 9RQ C6 C4 C 0 1 Y N N 33.089 11.136 18.174 -6.829 1.266 -1.860 C6 9RQ 4 9RQ C11 C5 C 0 1 Y N N 40.797 16.710 19.376 1.854 0.312 1.342 C11 9RQ 5 9RQ C7 C6 C 0 1 Y N N 34.162 10.436 17.667 -5.761 1.994 -1.367 C7 9RQ 6 9RQ C8 C7 C 0 1 Y N N 35.280 11.097 17.186 -4.915 1.431 -0.431 C8 9RQ 7 9RQ C9 C8 C 0 1 Y N N 39.499 15.567 17.741 -0.189 -0.929 1.210 C9 9RQ 8 9RQ C10 C9 C 0 1 Y N N 39.621 16.116 19.014 0.530 0.184 1.644 C10 9RQ 9 9RQ C12 C10 C 0 1 Y N N 41.896 16.746 18.510 2.496 -0.681 0.591 C12 9RQ 10 9RQ C13 C11 C 0 1 N N N 43.185 17.350 18.803 3.916 -0.570 0.252 C13 9RQ 11 9RQ C3 C12 C 0 1 Y N N 35.368 12.480 17.286 -5.134 0.140 0.012 C3 9RQ 12 9RQ O1 O1 O 0 1 N N N 36.736 14.317 19.326 -2.370 -1.192 -0.960 O1 9RQ 13 9RQ P1 P1 P 0 1 N N N 37.569 13.812 18.161 -2.493 -0.386 0.428 P1 9RQ 14 9RQ C1 C13 C 0 1 N N S 36.562 13.250 16.747 -4.210 -0.474 1.032 C1 9RQ 15 9RQ C2 C14 C 0 1 N N N 37.394 12.532 15.693 -4.327 0.292 2.352 C2 9RQ 16 9RQ O2 O2 O 0 1 N N N 38.287 15.015 17.365 -1.506 -1.042 1.518 O2 9RQ 17 9RQ S1 S1 S 0 1 N N N 44.073 17.118 21.448 4.303 2.059 -0.312 S1 9RQ 18 9RQ O3 O3 O 0 1 N N N 44.658 15.866 20.745 5.180 3.178 0.233 O3 9RQ 19 9RQ O4 O4 O 0 1 N N N 45.120 17.981 21.911 4.754 1.881 -1.648 O4 9RQ 20 9RQ O5 O5 O 0 1 N N N 42.973 16.816 22.317 2.977 2.488 -0.038 O5 9RQ 21 9RQ C15 C15 C 0 1 N N N 44.139 17.316 17.854 4.481 -1.566 -0.478 C15 9RQ 22 9RQ C16 C16 C 0 1 N N N 43.955 16.688 16.587 3.699 -2.666 -0.887 C16 9RQ 23 9RQ O6 O6 O 0 1 N N N 42.724 16.139 16.321 2.397 -2.761 -0.574 O6 9RQ 24 9RQ O7 O7 O 0 1 N N N 44.758 16.581 15.701 4.218 -3.553 -1.542 O7 9RQ 25 9RQ C17 C17 C 0 1 Y N N 41.713 16.192 17.243 1.775 -1.806 0.150 C17 9RQ 26 9RQ C18 C18 C 0 1 Y N N 40.543 15.599 16.845 0.430 -1.920 0.466 C18 9RQ 27 9RQ O8 O8 O 0 1 N N N 38.581 12.764 18.542 -2.118 1.029 0.212 O8 9RQ 28 9RQ H5 H1 H 0 1 N N N 34.276 14.256 17.729 -6.376 -1.595 -0.131 H5 9RQ 29 9RQ H6 H4 H 0 1 N N N 32.315 13.068 18.616 -7.882 -0.593 -1.801 H6 9RQ 30 9RQ H7 H5 H 0 1 N N N 32.215 10.613 18.535 -7.490 1.706 -2.591 H7 9RQ 31 9RQ H11 H6 H 0 1 N N N 40.881 17.162 20.353 2.405 1.178 1.677 H11 9RQ 32 9RQ H8 H7 H 0 1 N N N 34.131 9.357 17.644 -5.589 3.002 -1.714 H8 9RQ 33 9RQ H9 H8 H 0 1 N N N 36.084 10.537 16.733 -4.081 1.999 -0.046 H9 9RQ 34 9RQ H10 H9 H 0 1 N N N 38.795 16.073 19.708 0.035 0.949 2.223 H10 9RQ 35 9RQ H17 H10 H 0 1 N N N 37.002 13.873 20.122 -2.601 -2.128 -0.893 H17 9RQ 36 9RQ H3 H12 H 0 1 N N N 38.226 13.179 15.378 -4.051 1.334 2.192 H3 9RQ 37 9RQ H4 H13 H 0 1 N N N 37.796 11.599 16.116 -5.354 0.239 2.713 H4 9RQ 38 9RQ H2 H14 H 0 1 N N N 36.762 12.298 14.824 -3.659 -0.152 3.090 H2 9RQ 39 9RQ H15 H18 H 0 1 N N N 45.089 17.787 18.062 5.526 -1.516 -0.746 H15 9RQ 40 9RQ H16 H19 H 0 1 N N N 40.444 15.170 15.859 -0.134 -2.779 0.133 H16 9RQ 41 9RQ H1 H21 H 0 1 N N N 36.181 14.177 16.293 -4.486 -1.516 1.192 H1 9RQ 42 9RQ H12 H22 H 0 1 N N N 44.086 18.912 19.911 4.511 0.831 1.748 H12 9RQ 43 9RQ H13 H23 H 0 1 N N N 42.424 18.469 20.430 5.790 0.394 0.590 H13 9RQ 44 9RQ H14 H24 H 0 1 N N N 45.607 15.911 20.756 5.061 4.026 -0.217 H14 9RQ 45 # 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 9RQ C4 C5 DOUB Y N 1 9RQ C4 C3 SING Y N 2 9RQ C14 C13 SING N N 3 9RQ C14 S1 SING N N 4 9RQ C5 C6 SING Y N 5 9RQ C6 C7 DOUB Y N 6 9RQ C11 C10 DOUB Y N 7 9RQ C11 C12 SING Y N 8 9RQ C7 C8 SING Y N 9 9RQ C8 C3 DOUB Y N 10 9RQ C9 C10 SING Y N 11 9RQ C9 O2 SING N N 12 9RQ C9 C18 DOUB Y N 13 9RQ C12 C13 SING N N 14 9RQ C12 C17 DOUB Y N 15 9RQ C13 C15 DOUB N N 16 9RQ C3 C1 SING N N 17 9RQ O1 P1 SING N N 18 9RQ P1 C1 SING N N 19 9RQ P1 O2 SING N N 20 9RQ P1 O8 DOUB N N 21 9RQ C1 C2 SING N N 22 9RQ S1 O3 SING N N 23 9RQ S1 O4 DOUB N N 24 9RQ S1 O5 DOUB N N 25 9RQ C15 C16 SING N N 26 9RQ C16 O6 SING N N 27 9RQ C16 O7 DOUB N N 28 9RQ O6 C17 SING N N 29 9RQ C17 C18 SING Y N 30 9RQ C4 H5 SING N N 31 9RQ C14 H12 SING N N 32 9RQ C14 H13 SING N N 33 9RQ C5 H6 SING N N 34 9RQ C6 H7 SING N N 35 9RQ C11 H11 SING N N 36 9RQ C7 H8 SING N N 37 9RQ C8 H9 SING N N 38 9RQ C10 H10 SING N N 39 9RQ O1 H17 SING N N 40 9RQ C1 H1 SING N N 41 9RQ C2 H3 SING N N 42 9RQ C2 H4 SING N N 43 9RQ C2 H2 SING N N 44 9RQ O3 H14 SING N N 45 9RQ C15 H15 SING N N 46 9RQ C18 H16 SING N N 47 # 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 9RQ InChI InChI 1.03 "InChI=1S/C18H17O8PS/c1-12(13-5-3-2-4-6-13)27(20,21)26-15-7-8-16-14(11-28(22,23)24)9-18(19)25-17(16)10-15/h2-10,12H,11H2,1H3,(H,20,21)(H,22,23,24)/t12-/m0/s1" 9RQ InChIKey InChI 1.03 HLYLTMSHSJKDCP-LBPRGKRZSA-N 9RQ SMILES_CANONICAL CACTVS 3.385 "C[C@@H](c1ccccc1)[P](O)(=O)Oc2ccc3C(=CC(=O)Oc3c2)C[S](O)(=O)=O" 9RQ SMILES CACTVS 3.385 "C[CH](c1ccccc1)[P](O)(=O)Oc2ccc3C(=CC(=O)Oc3c2)C[S](O)(=O)=O" 9RQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](c1ccccc1)P(=O)(O)Oc2ccc3c(c2)OC(=O)C=C3CS(=O)(=O)O" 9RQ SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1ccccc1)P(=O)(O)Oc2ccc3c(c2)OC(=O)C=C3CS(=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 9RQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[2-oxidanylidene-7-[oxidanyl-[(1~{S})-1-phenylethyl]phosphoryl]oxy-chromen-4-yl]methanesulfonic 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 9RQ "Create component" 2017-07-04 EBI 9RQ "Initial release" 2018-12-12 RCSB #