data_1C6 # _chem_comp.id 1C6 _chem_comp.name "6-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfanyl}-1H-benzimidazole" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "omeprazole; prilosec" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-29 _chem_comp.pdbx_modified_date 2020-05-26 _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 329.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1C6 _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 4KEW _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 1C6 S S S 0 1 N N N 11.743 21.632 8.502 -0.345 0.891 -0.863 S 1C6 1 1C6 CB CB C 0 1 N N N 13.339 21.769 9.107 -1.143 0.176 0.596 CB 1C6 2 1C6 CG CG C 0 1 Y N N 13.660 20.601 10.022 -2.634 0.374 0.501 CG 1C6 3 1C6 CD1 CD1 C 0 1 Y N N 14.015 20.732 11.472 -3.411 -0.587 -0.112 CD1 1C6 4 1C6 C3 C3 C 0 1 N N N 14.095 22.089 12.131 -2.779 -1.829 -0.686 C3 1C6 5 1C6 CE1 CE1 C 0 1 Y N N 14.294 19.466 12.232 -4.787 -0.394 -0.194 CE1 1C6 6 1C6 O2 O2 O 0 1 N N N 14.630 19.402 13.563 -5.586 -1.316 -0.790 O2 1C6 7 1C6 C2 C2 C 0 1 N N N 13.924 20.225 14.514 -6.116 -2.349 0.043 C2 1C6 8 1C6 CZ CZ C 0 1 Y N N 14.210 18.180 11.489 -5.325 0.770 0.351 CZ 1C6 9 1C6 C1 C1 C 0 1 N N N 14.504 16.860 12.203 -6.808 1.028 0.290 C1 1C6 10 1C6 CE2 CE2 C 0 1 Y N N 13.880 18.203 10.120 -4.480 1.683 0.948 CE2 1C6 11 1C6 N1 N1 N 0 1 Y N N 13.648 19.365 9.454 -3.181 1.462 1.010 N1 1C6 12 1C6 CF1 CF1 C 0 1 Y N N 11.573 23.194 7.832 1.340 0.528 -0.499 CF1 1C6 13 1C6 NV NV N 0 1 Y N N 12.467 23.847 7.027 2.404 0.860 -1.290 NV 1C6 14 1C6 CX2 CX2 C 0 1 Y N N 11.941 25.059 6.708 3.547 0.406 -0.653 CX2 1C6 15 1C6 CS2 CS2 C 0 1 Y N N 10.659 25.110 7.439 3.117 -0.202 0.537 CS2 1C6 16 1C6 NE1 NE1 N 0 1 Y N N 10.507 23.922 8.118 1.761 -0.095 0.574 NE1 1C6 17 1C6 CE3 CE3 C 0 1 Y N N 12.299 26.190 5.943 4.899 0.448 -0.961 CE3 1C6 18 1C6 CZ3 CZ3 C 0 1 Y N N 11.451 27.304 5.869 5.820 -0.110 -0.091 CZ3 1C6 19 1C6 O3 O3 O 0 1 N N N 11.795 28.446 5.124 7.146 -0.068 -0.392 O3 1C6 20 1C6 C4 C4 C 0 1 N N N 10.806 29.331 4.517 8.043 -0.663 0.548 C4 1C6 21 1C6 CH2 CH2 C 0 1 Y N N 10.257 27.324 6.554 5.396 -0.713 1.088 CH2 1C6 22 1C6 CZ2 CZ2 C 0 1 Y N N 9.869 26.230 7.314 4.058 -0.762 1.405 CZ2 1C6 23 1C6 H1 H1 H 0 1 N N N 14.047 21.775 8.265 -0.920 -0.889 0.647 H1 1C6 24 1C6 H2 H2 H 0 1 N N N 13.433 22.708 9.672 -0.768 0.669 1.493 H2 1C6 25 1C6 H3 H3 H 0 1 N N N 13.111 22.354 12.546 -2.747 -2.606 0.078 H3 1C6 26 1C6 H4 H4 H 0 1 N N N 14.839 22.060 12.941 -3.366 -2.177 -1.535 H4 1C6 27 1C6 H5 H5 H 0 1 N N N 14.394 22.841 11.386 -1.765 -1.601 -1.015 H5 1C6 28 1C6 H6 H6 H 0 1 N N N 14.323 20.044 15.523 -6.722 -1.904 0.832 H6 1C6 29 1C6 H7 H7 H 0 1 N N N 14.057 21.285 14.252 -6.735 -3.017 -0.556 H7 1C6 30 1C6 H8 H8 H 0 1 N N N 12.853 19.974 14.492 -5.297 -2.914 0.488 H8 1C6 31 1C6 H9 H9 H 0 1 N N N 15.577 16.632 12.125 -7.286 0.612 1.177 H9 1C6 32 1C6 H10 H10 H 0 1 N N N 14.224 16.946 13.263 -6.989 2.102 0.249 H10 1C6 33 1C6 H11 H11 H 0 1 N N N 13.922 16.052 11.734 -7.222 0.556 -0.601 H11 1C6 34 1C6 H12 H12 H 0 1 N N N 13.809 17.269 9.583 -4.888 2.588 1.373 H12 1C6 35 1C6 H13 H13 H 0 1 N N N 13.353 23.494 6.726 2.366 1.326 -2.140 H13 1C6 36 1C6 H15 H15 H 0 1 N N N 13.237 26.197 5.408 5.232 0.915 -1.876 H15 1C6 37 1C6 H16 H16 H 0 1 N N N 11.319 30.149 3.990 9.067 -0.561 0.187 H16 1C6 38 1C6 H17 H17 H 0 1 N N N 10.194 28.761 3.802 7.945 -0.162 1.510 H17 1C6 39 1C6 H18 H18 H 0 1 N N N 10.159 29.750 5.301 7.802 -1.720 0.662 H18 1C6 40 1C6 H19 H19 H 0 1 N N N 9.620 28.194 6.500 6.123 -1.146 1.760 H19 1C6 41 1C6 H20 H20 H 0 1 N N N 8.917 26.258 7.824 3.735 -1.231 2.323 H20 1C6 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 1C6 C4 O3 SING N N 1 1C6 O3 CZ3 SING N N 2 1C6 CZ3 CE3 DOUB Y N 3 1C6 CZ3 CH2 SING Y N 4 1C6 CE3 CX2 SING Y N 5 1C6 CH2 CZ2 DOUB Y N 6 1C6 CX2 NV SING Y N 7 1C6 CX2 CS2 DOUB Y N 8 1C6 NV CF1 SING Y N 9 1C6 CZ2 CS2 SING Y N 10 1C6 CS2 NE1 SING Y N 11 1C6 CF1 NE1 DOUB Y N 12 1C6 CF1 S SING N N 13 1C6 S CB SING N N 14 1C6 CB CG SING N N 15 1C6 N1 CG DOUB Y N 16 1C6 N1 CE2 SING Y N 17 1C6 CG CD1 SING Y N 18 1C6 CE2 CZ DOUB Y N 19 1C6 CD1 C3 SING N N 20 1C6 CD1 CE1 DOUB Y N 21 1C6 CZ C1 SING N N 22 1C6 CZ CE1 SING Y N 23 1C6 CE1 O2 SING N N 24 1C6 O2 C2 SING N N 25 1C6 CB H1 SING N N 26 1C6 CB H2 SING N N 27 1C6 C3 H3 SING N N 28 1C6 C3 H4 SING N N 29 1C6 C3 H5 SING N N 30 1C6 C2 H6 SING N N 31 1C6 C2 H7 SING N N 32 1C6 C2 H8 SING N N 33 1C6 C1 H9 SING N N 34 1C6 C1 H10 SING N N 35 1C6 C1 H11 SING N N 36 1C6 CE2 H12 SING N N 37 1C6 NV H13 SING N N 38 1C6 CE3 H15 SING N N 39 1C6 C4 H16 SING N N 40 1C6 C4 H17 SING N N 41 1C6 C4 H18 SING N N 42 1C6 CH2 H19 SING N N 43 1C6 CZ2 H20 SING N N 44 # 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 1C6 SMILES ACDLabs 12.01 "n2c1ccc(OC)cc1nc2SCc3ncc(c(OC)c3C)C" 1C6 InChI InChI 1.03 "InChI=1S/C17H19N3O2S/c1-10-8-18-15(11(2)16(10)22-4)9-23-17-19-13-6-5-12(21-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)" 1C6 InChIKey InChI 1.03 XURCIPRUUASYLR-UHFFFAOYSA-N 1C6 SMILES_CANONICAL CACTVS 3.370 "COc1ccc2nc([nH]c2c1)SCc3ncc(C)c(OC)c3C" 1C6 SMILES CACTVS 3.370 "COc1ccc2nc([nH]c2c1)SCc3ncc(C)c(OC)c3C" 1C6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cnc(c(c1OC)C)CSc2[nH]c3cc(ccc3n2)OC" 1C6 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cnc(c(c1OC)C)CSc2[nH]c3cc(ccc3n2)OC" # 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 1C6 "SYSTEMATIC NAME" ACDLabs 12.01 "6-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfanyl}-1H-benzimidazole" 1C6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-methoxy-2-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methylsulfanyl]-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 1C6 "Create component" 2013-04-29 RCSB 1C6 "Modify synonyms" 2013-04-29 RCSB 1C6 "Initial release" 2013-07-10 RCSB 1C6 "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 1C6 omeprazole ? ? 2 1C6 prilosec ? ? #