data_RZX # _chem_comp.id RZX _chem_comp.name "2-[(R)-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl]-1H-benzimidazole" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Rabeprazole _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-09 _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 359.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RZX _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 3PGL _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 RZX C1 C1 C 0 1 Y N N 3.451 11.372 -3.179 6.090 2.078 0.376 C1 RZX 1 RZX C2 C2 C 0 1 Y N N 3.165 11.725 -4.486 5.159 1.094 0.036 C2 RZX 2 RZX C3 C3 C 0 1 Y N N 3.877 12.874 -5.101 5.573 -0.246 -0.059 C3 RZX 3 RZX C4 C4 C 0 1 Y N N 4.820 13.561 -4.351 6.898 -0.578 0.186 C4 RZX 4 RZX C5 C5 C 0 1 Y N N 5.084 13.173 -3.041 7.799 0.410 0.521 C5 RZX 5 RZX C6 C6 C 0 1 Y N N 4.404 12.103 -2.475 7.390 1.733 0.614 C6 RZX 6 RZX N7 N7 N 0 1 Y N N 3.415 13.005 -6.362 4.449 -0.969 -0.405 N7 RZX 7 RZX C8 C8 C 0 1 Y N N 2.510 12.009 -6.499 3.417 -0.087 -0.510 C8 RZX 8 RZX N9 N9 N 0 1 Y N N 2.316 11.231 -5.417 3.832 1.119 -0.252 N9 RZX 9 RZX S10 S10 S 0 1 N N R 1.652 11.846 -7.961 1.762 -0.516 -0.932 S10 RZX 10 RZX C11 C11 C 0 1 N N N 0.720 10.440 -8.327 1.003 -0.853 0.680 C11 RZX 11 RZX C12 C12 C 0 1 Y N N 0.520 9.266 -7.391 -0.440 -1.241 0.486 C12 RZX 12 RZX N13 N13 N 0 1 Y N N 0.580 8.095 -8.041 -0.757 -2.510 0.316 N13 RZX 13 RZX C14 C14 C 0 1 Y N N 0.432 6.923 -7.413 -2.006 -2.900 0.142 C14 RZX 14 RZX C15 C15 C 0 1 Y N N 0.171 6.850 -6.049 -3.037 -1.984 0.130 C15 RZX 15 RZX C16 C16 C 0 1 Y N N 0.073 8.037 -5.330 -2.745 -0.633 0.306 C16 RZX 16 RZX C17 C17 C 0 1 Y N N 0.243 9.271 -5.999 -1.415 -0.264 0.492 C17 RZX 17 RZX O18 O18 O 0 1 N N N 0.601 12.933 -7.994 1.241 0.697 -1.457 O18 RZX 18 RZX O19 O19 O 0 1 N N N -0.185 7.965 -3.969 -3.732 0.299 0.301 O19 RZX 19 RZX C20 C20 C 0 1 N N N -1.422 7.443 -3.469 -5.067 -0.171 0.108 C20 RZX 20 RZX C21 C21 C 0 1 N N N -2.426 8.589 -3.436 -6.034 1.014 0.132 C21 RZX 21 RZX C22 C22 C 0 1 N N N -3.795 8.142 -2.957 -7.464 0.510 -0.074 C22 RZX 22 RZX O23 O23 O 0 1 N N N -4.743 8.920 -3.698 -8.367 1.618 -0.051 O23 RZX 23 RZX C24 C24 C 0 1 N N N -5.849 8.142 -4.163 -9.737 1.255 -0.236 C24 RZX 24 RZX C25 C25 C 0 1 N N N 0.134 10.544 -5.178 -1.045 1.183 0.693 C25 RZX 25 RZX H1 H1 H 0 1 N N N 2.942 10.542 -2.712 5.783 3.111 0.447 H1 RZX 26 RZX H4 H4 H 0 1 N N N 5.349 14.397 -4.784 7.221 -1.606 0.115 H4 RZX 27 RZX H5 H5 H 0 1 N N N 5.822 13.707 -2.461 8.831 0.153 0.712 H5 RZX 28 RZX H6 H6 H 0 1 N N N 4.622 11.828 -1.453 8.107 2.497 0.877 H6 RZX 29 RZX HN7 HN7 H 0 1 N N N 3.682 13.686 -7.043 4.402 -1.927 -0.548 HN7 RZX 30 RZX H11 H11 H 0 1 N N N -0.295 10.821 -8.516 1.535 -1.669 1.169 H11 RZX 31 RZX H11A H11A H 0 0 N N N 1.205 10.008 -9.215 1.058 0.041 1.302 H11A RZX 32 RZX H14 H14 H 0 1 N N N 0.518 6.008 -7.981 -2.223 -3.949 0.006 H14 RZX 33 RZX H15 H15 H 0 1 N N N 0.047 5.895 -5.560 -4.057 -2.309 -0.013 H15 RZX 34 RZX H20 H20 H 0 1 N N N -1.787 6.640 -4.126 -5.139 -0.679 -0.854 H20 RZX 35 RZX H20A H20A H 0 0 N N N -1.279 7.036 -2.457 -5.326 -0.868 0.906 H20A RZX 36 RZX H21 H21 H 0 1 N N N -2.051 9.363 -2.750 -5.963 1.522 1.094 H21 RZX 37 RZX H21A H21A H 0 0 N N N -2.527 8.995 -4.453 -5.775 1.710 -0.666 H21A RZX 38 RZX H22 H22 H 0 1 N N N -3.941 7.068 -3.146 -7.536 0.003 -1.036 H22 RZX 39 RZX H22A H22A H 0 0 N N N -3.906 8.320 -1.877 -7.723 -0.186 0.725 H22A RZX 40 RZX H24 H24 H 0 1 N N N -6.542 8.787 -4.723 -9.855 0.762 -1.201 H24 RZX 41 RZX H24A H24A H 0 0 N N N -5.482 7.340 -4.821 -10.042 0.574 0.559 H24A RZX 42 RZX H24B H24B H 0 0 N N N -6.373 7.700 -3.303 -10.357 2.150 -0.206 H24B RZX 43 RZX H25 H25 H 0 1 N N N -0.910 10.891 -5.176 -0.849 1.645 -0.275 H25 RZX 44 RZX H25A H25A H 0 0 N N N 0.455 10.343 -4.145 -1.867 1.704 1.184 H25A RZX 45 RZX H25B H25B H 0 0 N N N 0.778 11.320 -5.618 -0.152 1.247 1.314 H25B RZX 46 # # 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 RZX C1 C2 DOUB Y N 1 RZX C1 C6 SING Y N 2 RZX C2 C3 SING Y N 3 RZX C2 N9 SING Y N 4 RZX C3 C4 DOUB Y N 5 RZX C3 N7 SING Y N 6 RZX C4 C5 SING Y N 7 RZX C5 C6 DOUB Y N 8 RZX N7 C8 SING Y N 9 RZX C8 N9 DOUB Y N 10 RZX C8 S10 SING N N 11 RZX S10 C11 SING N N 12 RZX S10 O18 DOUB N N 13 RZX C11 C12 SING N N 14 RZX C12 N13 DOUB Y N 15 RZX C12 C17 SING Y N 16 RZX N13 C14 SING Y N 17 RZX C14 C15 DOUB Y N 18 RZX C15 C16 SING Y N 19 RZX C16 C17 DOUB Y N 20 RZX C16 O19 SING N N 21 RZX C17 C25 SING N N 22 RZX O19 C20 SING N N 23 RZX C20 C21 SING N N 24 RZX C21 C22 SING N N 25 RZX C22 O23 SING N N 26 RZX O23 C24 SING N N 27 RZX C1 H1 SING N N 28 RZX C4 H4 SING N N 29 RZX C5 H5 SING N N 30 RZX C6 H6 SING N N 31 RZX N7 HN7 SING N N 32 RZX C11 H11 SING N N 33 RZX C11 H11A SING N N 34 RZX C14 H14 SING N N 35 RZX C15 H15 SING N N 36 RZX C20 H20 SING N N 37 RZX C20 H20A SING N N 38 RZX C21 H21 SING N N 39 RZX C21 H21A SING N N 40 RZX C22 H22 SING N N 41 RZX C22 H22A SING N N 42 RZX C24 H24 SING N N 43 RZX C24 H24A SING N N 44 RZX C24 H24B SING N N 45 RZX C25 H25 SING N N 46 RZX C25 H25A SING N N 47 RZX C25 H25B SING N N 48 # # 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 RZX SMILES ACDLabs 12.01 "O=S(c2nc1ccccc1n2)Cc3nccc(OCCCOC)c3C" RZX SMILES_CANONICAL CACTVS 3.370 "COCCCOc1ccnc(C[S@@](=O)c2[nH]c3ccccc3n2)c1C" RZX SMILES CACTVS 3.370 "COCCCOc1ccnc(C[S](=O)c2[nH]c3ccccc3n2)c1C" RZX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(ccnc1C[S@@](=O)c2[nH]c3ccccc3n2)OCCCOC" RZX SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(ccnc1CS(=O)c2[nH]c3ccccc3n2)OCCCOC" RZX InChI InChI 1.03 "InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)/t25-/m1/s1" RZX InChIKey InChI 1.03 YREYEVIYCVEVJK-RUZDIDTESA-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 RZX "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(R)-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl]-1H-benzimidazole" RZX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[(R)-[4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl]methylsulfinyl]-1H-benzimidazole" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RZX "Create component" 2010-11-09 RCSB RZX "Modify aromatic_flag" 2011-06-04 RCSB RZX "Modify descriptor" 2011-06-04 RCSB RZX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RZX _pdbx_chem_comp_synonyms.name Rabeprazole _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##