data_9F9 # _chem_comp.id 9F9 _chem_comp.name "N-[1,3-dimethyl-2-oxo-6-(piperidin-1-yl)-2,3-dihydro-1H-benzimidazol-5-yl]-2-methoxybenzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-30 _chem_comp.pdbx_modified_date 2014-09-12 _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 394.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9F9 _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 4UYE _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 9F9 C01 C01 C 0 1 N N N -29.242 46.475 0.581 4.859 3.405 1.122 C01 9F9 1 9F9 O05 O05 O 0 1 N N N -28.199 45.745 1.244 3.847 2.487 0.703 O05 9F9 2 9F9 C06 C06 C 0 1 Y N N -28.184 44.386 1.078 4.264 1.302 0.192 C06 9F9 3 9F9 C07 C07 C 0 1 Y N N -29.053 43.738 0.208 5.620 1.024 0.093 C07 9F9 4 9F9 C09 C09 C 0 1 Y N N -28.984 42.362 0.079 6.043 -0.182 -0.427 C09 9F9 5 9F9 C11 C11 C 0 1 Y N N -28.082 41.638 0.824 5.120 -1.123 -0.855 C11 9F9 6 9F9 C13 C13 C 0 1 Y N N -27.222 42.272 1.697 3.770 -0.864 -0.765 C13 9F9 7 9F9 C15 C15 C 0 1 Y N N -27.273 43.665 1.863 3.328 0.350 -0.234 C15 9F9 8 9F9 C16 C16 C 0 1 N N N -26.252 44.209 2.821 1.883 0.632 -0.128 C16 9F9 9 9F9 O17 O17 O 0 1 N N N -25.575 43.461 3.520 1.503 1.692 0.329 O17 9F9 10 9F9 N18 N18 N 0 1 N N N -26.077 45.554 2.819 0.986 -0.286 -0.539 N18 9F9 11 9F9 C20 C20 C 0 1 Y N N -25.124 46.358 3.508 -0.385 -0.059 -0.352 C20 9F9 12 9F9 C21 C21 C 0 1 Y N N -24.460 45.850 4.628 -0.893 1.227 -0.447 C21 9F9 13 9F9 C23 C23 C 0 1 Y N N -23.496 46.630 5.246 -2.249 1.450 -0.262 C23 9F9 14 9F9 N24 N24 N 0 1 N N N -22.696 46.424 6.359 -3.040 2.599 -0.293 N24 9F9 15 9F9 C25 C25 C 0 1 N N N -22.680 45.229 7.206 -2.566 3.960 -0.555 C25 9F9 16 9F9 C29 C29 C 0 1 N N N -21.888 47.526 6.556 -4.314 2.243 -0.041 C29 9F9 17 9F9 O30 O30 O 0 1 N N N -21.060 47.673 7.444 -5.259 3.007 0.004 O30 9F9 18 9F9 N31 N31 N 0 1 N N N -22.202 48.423 5.557 -4.383 0.912 0.151 N31 9F9 19 9F9 C32 C32 C 0 1 N N N -21.556 49.741 5.401 -5.600 0.151 0.448 C32 9F9 20 9F9 C36 C36 C 0 1 Y N N -23.193 47.886 4.742 -3.101 0.381 0.019 C36 9F9 21 9F9 C37 C37 C 0 1 Y N N -23.854 48.362 3.633 -2.592 -0.906 0.114 C37 9F9 22 9F9 C39 C39 C 0 1 Y N N -24.841 47.615 2.946 -1.238 -1.128 -0.077 C39 9F9 23 9F9 N40 N40 N 0 1 N N N -25.447 48.085 1.791 -0.723 -2.428 0.013 N40 9F9 24 9F9 C41 C41 C 0 1 N N N -24.916 47.463 0.571 -1.342 -3.310 -0.985 C41 9F9 25 9F9 C44 C44 C 0 1 N N N -25.798 47.695 -0.633 -0.656 -4.677 -0.957 C44 9F9 26 9F9 C47 C47 C 0 1 N N N -26.147 49.171 -0.762 -0.795 -5.283 0.442 C47 9F9 27 9F9 C50 C50 C 0 1 N N N -26.738 49.694 0.522 -0.185 -4.324 1.468 C50 9F9 28 9F9 C53 C53 C 0 1 N N N -25.787 49.500 1.662 -0.885 -2.967 1.369 C53 9F9 29 9F9 H011 H011 H 0 0 N N N -29.135 47.548 0.799 5.493 3.660 0.272 H011 9F9 30 9F9 H012 H012 H 0 0 N N N -29.170 46.312 -0.505 4.391 4.310 1.510 H012 9F9 31 9F9 H013 H013 H 0 0 N N N -30.221 46.124 0.941 5.465 2.947 1.903 H013 9F9 32 9F9 H07 H07 H 0 1 N N N -29.775 44.303 -0.362 6.345 1.753 0.424 H07 9F9 33 9F9 H09 H09 H 0 1 N N N -29.642 41.854 -0.610 7.099 -0.394 -0.502 H09 9F9 34 9F9 H11 H11 H 0 1 N N N -28.047 40.563 0.725 5.461 -2.065 -1.261 H11 9F9 35 9F9 H13 H13 H 0 1 N N N -26.504 41.692 2.257 3.054 -1.600 -1.099 H13 9F9 36 9F9 H18 H18 H 0 1 N N N -26.718 46.061 2.243 1.289 -1.104 -0.964 H18 9F9 37 9F9 H21 H21 H 0 1 N N N -24.694 44.866 5.006 -0.233 2.055 -0.665 H21 9F9 38 9F9 H251 H251 H 0 0 N N N -21.942 45.359 8.011 -2.610 4.161 -1.625 H251 9F9 39 9F9 H252 H252 H 0 0 N N N -23.677 45.077 7.644 -3.199 4.673 -0.026 H252 9F9 40 9F9 H253 H253 H 0 0 N N N -22.409 44.353 6.599 -1.538 4.060 -0.207 H253 9F9 41 9F9 H321 H321 H 0 0 N N N -21.985 50.259 4.531 -6.451 0.830 0.491 H321 9F9 42 9F9 H322 H322 H 0 0 N N N -21.726 50.342 6.306 -5.765 -0.589 -0.335 H322 9F9 43 9F9 H323 H323 H 0 0 N N N -20.475 49.604 5.250 -5.488 -0.353 1.408 H323 9F9 44 9F9 H37 H37 H 0 1 N N N -23.609 49.349 3.271 -3.251 -1.733 0.331 H37 9F9 45 9F9 H411 H411 H 0 0 N N N -23.921 47.885 0.365 -2.401 -3.430 -0.757 H411 9F9 46 9F9 H412 H412 H 0 0 N N N -24.827 46.379 0.738 -1.233 -2.869 -1.977 H412 9F9 47 9F9 H531 H531 H 0 0 N N N -26.258 49.848 2.593 -0.444 -2.277 2.089 H531 9F9 48 9F9 H532 H532 H 0 0 N N N -24.871 50.080 1.475 -1.946 -3.088 1.587 H532 9F9 49 9F9 H441 H441 H 0 0 N N N -25.267 47.368 -1.539 -1.126 -5.336 -1.687 H441 9F9 50 9F9 H442 H442 H 0 0 N N N -26.724 47.113 -0.521 0.400 -4.559 -1.199 H442 9F9 51 9F9 H471 H471 H 0 0 N N N -25.234 49.738 -0.997 -1.849 -5.437 0.670 H471 9F9 52 9F9 H472 H472 H 0 0 N N N -26.878 49.299 -1.574 -0.270 -6.238 0.480 H472 9F9 53 9F9 H501 H501 H 0 0 N N N -26.952 50.767 0.410 -0.319 -4.730 2.471 H501 9F9 54 9F9 H502 H502 H 0 0 N N N -27.672 49.154 0.736 0.878 -4.200 1.264 H502 9F9 55 # 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 9F9 C01 O05 SING N N 1 9F9 O05 C06 SING N N 2 9F9 C06 C07 SING Y N 3 9F9 C06 C15 DOUB Y N 4 9F9 C07 C09 DOUB Y N 5 9F9 C09 C11 SING Y N 6 9F9 C11 C13 DOUB Y N 7 9F9 C13 C15 SING Y N 8 9F9 C15 C16 SING N N 9 9F9 C16 O17 DOUB N N 10 9F9 C16 N18 SING N N 11 9F9 N18 C20 SING N N 12 9F9 C20 C21 SING Y N 13 9F9 C20 C39 DOUB Y N 14 9F9 C21 C23 DOUB Y N 15 9F9 C23 N24 SING N N 16 9F9 C23 C36 SING Y N 17 9F9 N24 C25 SING N N 18 9F9 N24 C29 SING N N 19 9F9 C29 O30 DOUB N N 20 9F9 C29 N31 SING N N 21 9F9 N31 C32 SING N N 22 9F9 N31 C36 SING N N 23 9F9 C36 C37 DOUB Y N 24 9F9 C37 C39 SING Y N 25 9F9 C39 N40 SING N N 26 9F9 N40 C41 SING N N 27 9F9 N40 C53 SING N N 28 9F9 C41 C44 SING N N 29 9F9 C44 C47 SING N N 30 9F9 C47 C50 SING N N 31 9F9 C50 C53 SING N N 32 9F9 C01 H011 SING N N 33 9F9 C01 H012 SING N N 34 9F9 C01 H013 SING N N 35 9F9 C07 H07 SING N N 36 9F9 C09 H09 SING N N 37 9F9 C11 H11 SING N N 38 9F9 C13 H13 SING N N 39 9F9 N18 H18 SING N N 40 9F9 C21 H21 SING N N 41 9F9 C25 H251 SING N N 42 9F9 C25 H252 SING N N 43 9F9 C25 H253 SING N N 44 9F9 C32 H321 SING N N 45 9F9 C32 H322 SING N N 46 9F9 C32 H323 SING N N 47 9F9 C37 H37 SING N N 48 9F9 C41 H411 SING N N 49 9F9 C41 H412 SING N N 50 9F9 C53 H531 SING N N 51 9F9 C53 H532 SING N N 52 9F9 C44 H441 SING N N 53 9F9 C44 H442 SING N N 54 9F9 C47 H471 SING N N 55 9F9 C47 H472 SING N N 56 9F9 C50 H501 SING N N 57 9F9 C50 H502 SING N N 58 # 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 9F9 SMILES ACDLabs 12.01 "O=C(c1ccccc1OC)Nc2cc4c(cc2N3CCCCC3)N(C(=O)N4C)C" 9F9 InChI InChI 1.03 "InChI=1S/C22H26N4O3/c1-24-18-13-16(23-21(27)15-9-5-6-10-20(15)29-3)17(26-11-7-4-8-12-26)14-19(18)25(2)22(24)28/h5-6,9-10,13-14H,4,7-8,11-12H2,1-3H3,(H,23,27)" 9F9 InChIKey InChI 1.03 LTUGYAOMCKNTGG-UHFFFAOYSA-N 9F9 SMILES_CANONICAL CACTVS 3.385 "COc1ccccc1C(=O)Nc2cc3N(C)C(=O)N(C)c3cc2N4CCCCC4" 9F9 SMILES CACTVS 3.385 "COc1ccccc1C(=O)Nc2cc3N(C)C(=O)N(C)c3cc2N4CCCCC4" 9F9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1c2cc(c(cc2N(C1=O)C)N3CCCCC3)NC(=O)c4ccccc4OC" 9F9 SMILES "OpenEye OEToolkits" 1.7.6 "CN1c2cc(c(cc2N(C1=O)C)N3CCCCC3)NC(=O)c4ccccc4OC" # 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 9F9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[1,3-dimethyl-2-oxo-6-(piperidin-1-yl)-2,3-dihydro-1H-benzimidazol-5-yl]-2-methoxybenzamide" 9F9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-(1,3-dimethyl-2-oxidanylidene-6-piperidin-1-yl-benzimidazol-5-yl)-2-methoxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9F9 "Create component" 2014-08-30 EBI 9F9 "Initial release" 2014-09-17 RCSB #