data_756 # _chem_comp.id 756 _chem_comp.name "[(3S)-3-(1H-benzimidazol-2-yl)piperidin-1-yl](2-methyl-1-benzofuran-5-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-[1-(2-methyl-1-benzofuran-5-carbonyl)piperidin-3-yl]-1H-1,3-benzodiazole" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-04 _chem_comp.pdbx_modified_date 2021-03-13 _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 359.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 756 _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 5J5A _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 756 O1 O1 O 0 1 N N N 43.281 11.709 -6.885 -0.751 2.256 0.768 O1 756 1 756 C9 C1 C 0 1 N N N 42.999 12.519 -7.750 -1.183 1.180 0.402 C9 756 2 756 C5 C2 C 0 1 Y N N 41.872 13.476 -7.531 -2.634 0.999 0.193 C5 756 3 756 C4 C3 C 0 1 Y N N 40.567 13.105 -7.850 -3.259 -0.169 0.621 C4 756 4 756 C6 C4 C 0 1 Y N N 42.124 14.746 -7.007 -3.382 2.006 -0.431 C6 756 5 756 C7 C5 C 0 1 Y N N 41.096 15.648 -6.797 -4.724 1.853 -0.630 C7 756 6 756 C8 C6 C 0 1 Y N N 39.815 15.250 -7.123 -5.367 0.691 -0.216 C8 756 7 756 C3 C7 C 0 1 Y N N 39.512 14.000 -7.646 -4.626 -0.324 0.417 C3 756 8 756 C2 C8 C 0 1 Y N N 38.089 13.990 -7.841 -5.595 -1.384 0.724 C2 756 9 756 O O2 O 0 1 Y N N 38.664 16.002 -6.987 -6.646 0.271 -0.278 O 756 10 756 C1 C9 C 0 1 Y N N 37.622 15.211 -7.433 -6.779 -0.947 0.275 C1 756 11 756 C C10 C 0 1 N N N 36.275 15.834 -7.373 -8.074 -1.711 0.376 C 756 12 756 N N1 N 0 1 N N N 43.675 12.584 -8.912 -0.337 0.154 0.180 N 756 13 756 C14 C11 C 0 1 N N N 43.359 13.546 -9.968 1.092 0.280 0.499 C14 756 14 756 C13 C12 C 0 1 N N S 43.126 12.813 -11.291 1.908 -0.082 -0.746 C13 756 15 756 C12 C13 C 0 1 N N N 44.123 11.711 -11.654 1.493 -1.471 -1.237 C12 756 16 756 C11 C14 C 0 1 N N N 44.457 10.844 -10.445 0.011 -1.457 -1.619 C11 756 17 756 C10 C15 C 0 1 N N N 44.798 11.703 -9.249 -0.828 -1.113 -0.379 C10 756 18 756 C15 C16 C 0 1 Y N N 43.110 13.886 -12.321 3.375 -0.088 -0.401 C15 756 19 756 N2 N2 N 0 1 Y N N 44.168 14.058 -13.160 3.894 -0.482 0.793 N2 756 20 756 C21 C17 C 0 1 Y N N 43.837 15.123 -13.983 5.265 -0.340 0.713 C21 756 21 756 C16 C18 C 0 1 Y N N 42.570 15.538 -13.582 5.528 0.154 -0.577 C16 756 22 756 N1 N3 N 0 1 Y N N 42.125 14.743 -12.529 4.331 0.279 -1.205 N1 756 23 756 C20 C19 C 0 1 Y N N 44.516 15.748 -15.020 6.313 -0.569 1.592 C20 756 24 756 C19 C20 C 0 1 Y N N 43.898 16.811 -15.659 7.608 -0.311 1.193 C19 756 25 756 C18 C21 C 0 1 Y N N 42.632 17.237 -15.270 7.868 0.176 -0.080 C18 756 26 756 C17 C22 C 0 1 Y N N 41.959 16.608 -14.233 6.848 0.403 -0.960 C17 756 27 756 H1 H1 H 0 1 N N N 40.370 12.124 -8.256 -2.688 -0.947 1.106 H1 756 28 756 H2 H2 H 0 1 N N N 43.137 15.028 -6.762 -2.893 2.912 -0.757 H2 756 29 756 H3 H3 H 0 1 N N N 41.289 16.630 -6.392 -5.288 2.638 -1.112 H3 756 30 756 H4 H4 H 0 1 N N N 37.500 13.175 -8.234 -5.393 -2.326 1.212 H4 756 31 756 H5 H5 H 0 1 N N N 36.359 16.853 -6.967 -8.572 -1.461 1.313 H5 756 32 756 H6 H6 H 0 1 N N N 35.845 15.877 -8.385 -8.720 -1.443 -0.461 H6 756 33 756 H7 H7 H 0 1 N N N 35.622 15.234 -6.722 -7.868 -2.781 0.348 H7 756 34 756 H8 H8 H 0 1 N N N 44.197 14.249 -10.084 1.311 1.305 0.794 H8 756 35 756 H9 H9 H 0 1 N N N 42.450 14.102 -9.694 1.345 -0.398 1.314 H9 756 36 756 H10 H10 H 0 1 N N N 42.125 12.359 -11.251 1.721 0.652 -1.530 H10 756 37 756 H11 H11 H 0 1 N N N 43.686 11.077 -12.439 2.090 -1.741 -2.109 H11 756 38 756 H12 H12 H 0 1 N N N 45.048 12.174 -12.029 1.657 -2.201 -0.444 H12 756 39 756 H13 H13 H 0 1 N N N 43.589 10.214 -10.201 -0.158 -0.710 -2.394 H13 756 40 756 H14 H14 H 0 1 N N N 45.318 10.204 -10.687 -0.278 -2.440 -1.991 H14 756 41 756 H15 H15 H 0 1 N N N 45.020 11.054 -8.389 -0.729 -1.907 0.361 H15 756 42 756 H16 H16 H 0 1 N N N 45.681 12.316 -9.483 -1.874 -1.004 -0.664 H16 756 43 756 H17 H17 H 0 1 N N N 45.013 13.524 -13.179 3.393 -0.803 1.559 H17 756 44 756 H19 H19 H 0 1 N N N 45.499 15.415 -15.320 6.117 -0.948 2.584 H19 756 45 756 H20 H20 H 0 1 N N N 44.405 17.315 -16.469 8.425 -0.486 1.878 H20 756 46 756 H21 H21 H 0 1 N N N 42.168 18.067 -15.781 8.886 0.374 -0.379 H21 756 47 756 H22 H22 H 0 1 N N N 40.976 16.942 -13.935 7.062 0.782 -1.949 H22 756 48 # # 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 756 C19 C18 DOUB Y N 1 756 C19 C20 SING Y N 2 756 C18 C17 SING Y N 3 756 C20 C21 DOUB Y N 4 756 C17 C16 DOUB Y N 5 756 C21 C16 SING Y N 6 756 C21 N2 SING Y N 7 756 C16 N1 SING Y N 8 756 N2 C15 SING Y N 9 756 N1 C15 DOUB Y N 10 756 C15 C13 SING N N 11 756 C12 C13 SING N N 12 756 C12 C11 SING N N 13 756 C13 C14 SING N N 14 756 C11 C10 SING N N 15 756 C14 N SING N N 16 756 C10 N SING N N 17 756 N C9 SING N N 18 756 C4 C3 DOUB Y N 19 756 C4 C5 SING Y N 20 756 C2 C3 SING Y N 21 756 C2 C1 DOUB Y N 22 756 C9 C5 SING N N 23 756 C9 O1 DOUB N N 24 756 C3 C8 SING Y N 25 756 C5 C6 DOUB Y N 26 756 C1 C SING N N 27 756 C1 O SING Y N 28 756 C8 O SING Y N 29 756 C8 C7 DOUB Y N 30 756 C6 C7 SING Y N 31 756 C4 H1 SING N N 32 756 C6 H2 SING N N 33 756 C7 H3 SING N N 34 756 C2 H4 SING N N 35 756 C H5 SING N N 36 756 C H6 SING N N 37 756 C H7 SING N N 38 756 C14 H8 SING N N 39 756 C14 H9 SING N N 40 756 C13 H10 SING N N 41 756 C12 H11 SING N N 42 756 C12 H12 SING N N 43 756 C11 H13 SING N N 44 756 C11 H14 SING N N 45 756 C10 H15 SING N N 46 756 C10 H16 SING N N 47 756 N2 H17 SING N N 48 756 C20 H19 SING N N 49 756 C19 H20 SING N N 50 756 C18 H21 SING N N 51 756 C17 H22 SING N N 52 # # 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 756 SMILES ACDLabs 12.01 "O=C(c1ccc2oc(cc2c1)C)N3CC(CCC3)c4nc5c(n4)cccc5" 756 InChI InChI 1.03 "InChI=1S/C22H21N3O2/c1-14-11-17-12-15(8-9-20(17)27-14)22(26)25-10-4-5-16(13-25)21-23-18-6-2-3-7-19(18)24-21/h2-3,6-9,11-12,16H,4-5,10,13H2,1H3,(H,23,24)/t16-/m0/s1" 756 InChIKey InChI 1.03 PWUXNVBUFJIXEG-INIZCTEOSA-N 756 SMILES_CANONICAL CACTVS 3.385 "Cc1oc2ccc(cc2c1)C(=O)N3CCC[C@@H](C3)c4[nH]c5ccccc5n4" 756 SMILES CACTVS 3.385 "Cc1oc2ccc(cc2c1)C(=O)N3CCC[CH](C3)c4[nH]c5ccccc5n4" 756 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cc2cc(ccc2o1)C(=O)N3CCC[C@@H](C3)c4[nH]c5ccccc5n4" 756 SMILES "OpenEye OEToolkits" 2.0.4 "Cc1cc2cc(ccc2o1)C(=O)N3CCCC(C3)c4[nH]c5ccccc5n4" # # 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 756 "SYSTEMATIC NAME" ACDLabs 12.01 "[(3S)-3-(1H-benzimidazol-2-yl)piperidin-1-yl](2-methyl-1-benzofuran-5-yl)methanone" 756 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(3~{S})-3-(1~{H}-benzimidazol-2-yl)piperidin-1-yl]-(2-methyl-1-benzofuran-5-yl)methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 756 "Create component" 2016-04-04 RCSB 756 "Initial release" 2017-01-25 RCSB 756 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 756 _pdbx_chem_comp_synonyms.name "2-[1-(2-methyl-1-benzofuran-5-carbonyl)piperidin-3-yl]-1H-1,3-benzodiazole" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##