data_QJ9 # _chem_comp.id QJ9 _chem_comp.name "1-{(3S)-1-[4-(1-benzofuran-2-yl)pyrimidin-2-yl]piperidin-3-yl}-3-ethyl-1,3-dihydro-2H-benzimidazol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-01 _chem_comp.pdbx_modified_date 2011-06-04 _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 439.509 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QJ9 _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 3QJ9 _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 QJ9 N1 N1 N 0 1 Y N N -12.119 -22.430 -39.603 2.238 -0.054 0.012 N1 QJ9 1 QJ9 N3 N3 N 0 1 N N N -10.227 -21.556 -38.476 -0.013 -0.594 -0.292 N3 QJ9 2 QJ9 C4 C4 C 0 1 Y N N -10.908 -21.842 -39.671 0.967 0.305 0.091 C4 QJ9 3 QJ9 C5 C5 C 0 1 Y N N -14.055 -23.338 -40.612 4.623 0.387 0.285 C5 QJ9 4 QJ9 C6 C6 C 0 1 Y N N -14.802 -23.518 -39.519 5.065 -0.817 -0.150 C6 QJ9 5 QJ9 C7 C7 C 0 1 Y N N -15.867 -24.405 -41.242 6.835 0.512 0.431 C7 QJ9 6 QJ9 C8 C8 C 0 1 Y N N -15.918 -24.164 -39.867 6.526 -0.767 -0.066 C8 QJ9 7 QJ9 C10 C10 C 0 1 Y N N -18.071 -25.257 -39.768 8.853 -1.301 -0.175 C10 QJ9 8 QJ9 C13 C13 C 0 1 N N N -8.863 -20.976 -38.511 -1.352 -0.016 -0.127 C13 QJ9 9 QJ9 C15 C15 C 0 1 N N N -8.553 -21.926 -36.181 -2.228 -1.594 -1.852 C15 QJ9 10 QJ9 C17 C17 C 0 1 N N N -10.890 -21.815 -37.164 0.202 -1.050 -1.672 C17 QJ9 11 QJ9 C20 C20 C 0 1 Y N N -4.948 -19.717 -37.046 -5.837 -0.096 0.419 C20 QJ9 12 QJ9 C21 C21 C 0 1 Y N N -4.343 -18.597 -36.472 -6.985 -0.289 1.172 C21 QJ9 13 QJ9 C22 C22 C 0 1 Y N N -5.100 -17.709 -35.697 -7.028 -1.298 2.115 C22 QJ9 14 QJ9 C24 C24 C 0 1 Y N N -7.066 -19.064 -36.061 -4.782 -1.934 1.564 C24 QJ9 15 QJ9 C26 C26 C 0 1 N N N -2.396 -21.975 -37.492 -6.147 3.146 -0.311 C26 QJ9 16 QJ9 C25 C25 C 0 1 N N N -3.108 -20.880 -38.290 -6.353 1.864 -1.120 C25 QJ9 17 QJ9 N5 N5 N 0 1 N N N -4.495 -20.711 -37.813 -5.493 0.805 -0.586 N5 QJ9 18 QJ9 C18 C18 C 0 1 N N N -5.501 -21.532 -38.087 -4.234 0.539 -0.981 C18 QJ9 19 QJ9 O2 O2 O 0 1 N N N -5.415 -22.554 -38.769 -3.628 1.145 -1.846 O2 QJ9 20 QJ9 C23 C23 C 0 1 Y N N -6.460 -17.943 -35.489 -5.929 -2.117 2.310 C23 QJ9 21 QJ9 C19 C19 C 0 1 Y N N -6.313 -19.953 -36.837 -4.729 -0.924 0.615 C19 QJ9 22 QJ9 N4 N4 N 0 1 N N N -6.606 -21.082 -37.496 -3.746 -0.499 -0.275 N4 QJ9 23 QJ9 C14 C14 C 0 1 N N S -7.924 -21.755 -37.580 -2.410 -1.082 -0.420 C14 QJ9 24 QJ9 C16 C16 C 0 1 N N N -9.937 -22.575 -36.231 -0.810 -2.148 -2.011 C16 QJ9 25 QJ9 N2 N2 N 0 1 Y N N -10.366 -21.524 -40.866 0.607 1.503 0.528 N2 QJ9 26 QJ9 C1 C1 C 0 1 Y N N -11.007 -21.787 -41.996 1.513 2.393 0.905 C1 QJ9 27 QJ9 C2 C2 C 0 1 Y N N -12.260 -22.396 -41.953 2.854 2.062 0.839 C2 QJ9 28 QJ9 C3 C3 C 0 1 Y N N -12.811 -22.719 -40.714 3.205 0.789 0.374 C3 QJ9 29 QJ9 C9 C9 C 0 1 Y N N -17.024 -24.592 -39.130 7.550 -1.668 -0.366 C9 QJ9 30 QJ9 C11 C11 C 0 1 Y N N -18.020 -25.492 -41.142 9.163 -0.040 0.315 C11 QJ9 31 QJ9 C12 C12 C 0 1 Y N N -16.916 -25.069 -41.884 8.166 0.861 0.622 C12 QJ9 32 QJ9 O1 O1 O 0 1 Y N N -14.691 -23.880 -41.695 5.671 1.162 0.631 O1 QJ9 33 QJ9 H6 H6 H 0 1 N N N -14.546 -23.195 -38.521 4.463 -1.646 -0.490 H6 QJ9 34 QJ9 H10 H10 H 0 1 N N N -18.924 -25.591 -39.196 9.646 -1.997 -0.407 H10 QJ9 35 QJ9 H13 H13 H 0 1 N N N -8.476 -21.028 -39.539 -1.470 0.341 0.896 H13 QJ9 36 QJ9 H13A H13A H 0 0 N N N -8.909 -19.927 -38.182 -1.476 0.818 -0.818 H13A QJ9 37 QJ9 H15 H15 H 0 1 N N N -7.891 -22.565 -35.578 -2.952 -2.385 -2.050 H15 QJ9 38 QJ9 H15A H15A H 0 0 N N N -8.652 -20.932 -35.721 -2.382 -0.775 -2.554 H15A QJ9 39 QJ9 H17 H17 H 0 1 N N N -11.163 -20.856 -36.700 0.071 -0.212 -2.356 H17 QJ9 40 QJ9 H17A H17A H 0 0 N N N -11.795 -22.419 -37.328 1.213 -1.445 -1.770 H17A QJ9 41 QJ9 H21 H21 H 0 1 N N N -3.290 -18.415 -36.626 -7.843 0.349 1.023 H21 QJ9 42 QJ9 H22 H22 H 0 1 N N N -4.630 -16.841 -35.259 -7.922 -1.447 2.702 H22 QJ9 43 QJ9 H24 H24 H 0 1 N N N -8.119 -19.245 -35.904 -3.927 -2.575 1.719 H24 QJ9 44 QJ9 H26 H26 H 0 1 N N N -1.366 -22.087 -37.861 -6.401 2.963 0.733 H26 QJ9 45 QJ9 H26A H26A H 0 0 N N N -2.377 -21.699 -36.427 -5.104 3.456 -0.382 H26A QJ9 46 QJ9 H26B H26B H 0 0 N N N -2.934 -22.926 -37.614 -6.787 3.933 -0.708 H26B QJ9 47 QJ9 H25 H25 H 0 1 N N N -2.565 -19.931 -38.164 -7.396 1.554 -1.049 H25 QJ9 48 QJ9 H25A H25A H 0 0 N N N -3.124 -21.162 -39.353 -6.099 2.047 -2.163 H25A QJ9 49 QJ9 H23 H23 H 0 1 N N N -7.042 -17.260 -34.888 -5.970 -2.904 3.049 H23 QJ9 50 QJ9 H14 H14 H 0 1 N N N -7.770 -22.760 -38.001 -2.296 -1.910 0.280 H14 QJ9 51 QJ9 H16 H16 H 0 1 N N N -9.830 -23.606 -36.600 -0.670 -2.992 -1.336 H16 QJ9 52 QJ9 H16A H16A H 0 0 N N N -10.363 -22.576 -35.217 -0.660 -2.475 -3.040 H16A QJ9 53 QJ9 H1 H1 H 0 1 N N N -10.561 -21.531 -42.945 1.208 3.366 1.259 H1 QJ9 54 QJ9 H2 H2 H 0 1 N N N -12.795 -22.614 -42.865 3.613 2.770 1.140 H2 QJ9 55 QJ9 H9 H9 H 0 1 N N N -17.069 -24.408 -38.067 7.314 -2.650 -0.748 H9 QJ9 56 QJ9 H11 H11 H 0 1 N N N -18.836 -26.002 -41.632 10.197 0.237 0.461 H11 QJ9 57 QJ9 H12 H12 H 0 1 N N N -16.873 -25.254 -42.947 8.420 1.839 1.003 H12 QJ9 58 # 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 QJ9 C3 N1 DOUB Y N 1 QJ9 C4 N1 SING Y N 2 QJ9 C4 N3 SING N N 3 QJ9 C13 N3 SING N N 4 QJ9 N3 C17 SING N N 5 QJ9 N2 C4 DOUB Y N 6 QJ9 O1 C5 SING Y N 7 QJ9 C3 C5 SING Y N 8 QJ9 C5 C6 DOUB Y N 9 QJ9 C8 C6 SING Y N 10 QJ9 C6 H6 SING N N 11 QJ9 C12 C7 SING Y N 12 QJ9 O1 C7 SING Y N 13 QJ9 C7 C8 DOUB Y N 14 QJ9 C8 C9 SING Y N 15 QJ9 C11 C10 SING Y N 16 QJ9 C10 C9 DOUB Y N 17 QJ9 C10 H10 SING N N 18 QJ9 C13 C14 SING N N 19 QJ9 C13 H13 SING N N 20 QJ9 C13 H13A SING N N 21 QJ9 C14 C15 SING N N 22 QJ9 C16 C15 SING N N 23 QJ9 C15 H15 SING N N 24 QJ9 C15 H15A SING N N 25 QJ9 C17 C16 SING N N 26 QJ9 C17 H17 SING N N 27 QJ9 C17 H17A SING N N 28 QJ9 N5 C20 SING N N 29 QJ9 C20 C19 DOUB Y N 30 QJ9 C20 C21 SING Y N 31 QJ9 C21 C22 DOUB Y N 32 QJ9 C21 H21 SING N N 33 QJ9 C22 C23 SING Y N 34 QJ9 C22 H22 SING N N 35 QJ9 C19 C24 SING Y N 36 QJ9 C24 C23 DOUB Y N 37 QJ9 C24 H24 SING N N 38 QJ9 C25 C26 SING N N 39 QJ9 C26 H26 SING N N 40 QJ9 C26 H26A SING N N 41 QJ9 C26 H26B SING N N 42 QJ9 C25 N5 SING N N 43 QJ9 C25 H25 SING N N 44 QJ9 C25 H25A SING N N 45 QJ9 C18 N5 SING N N 46 QJ9 O2 C18 DOUB N N 47 QJ9 C18 N4 SING N N 48 QJ9 C23 H23 SING N N 49 QJ9 N4 C19 SING N N 50 QJ9 C14 N4 SING N N 51 QJ9 C14 H14 SING N N 52 QJ9 C16 H16 SING N N 53 QJ9 C16 H16A SING N N 54 QJ9 C1 N2 SING Y N 55 QJ9 C1 C2 DOUB Y N 56 QJ9 C1 H1 SING N N 57 QJ9 C2 C3 SING Y N 58 QJ9 C2 H2 SING N N 59 QJ9 C9 H9 SING N N 60 QJ9 C12 C11 DOUB Y N 61 QJ9 C11 H11 SING N N 62 QJ9 C12 H12 SING N N 63 # 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 QJ9 SMILES ACDLabs 12.01 "O=C2N(c1ccccc1N2C6CCCN(c3nccc(n3)c5oc4ccccc4c5)C6)CC" QJ9 SMILES_CANONICAL CACTVS 3.370 "CCN1C(=O)N([C@H]2CCCN(C2)c3nccc(n3)c4oc5ccccc5c4)c6ccccc16" QJ9 SMILES CACTVS 3.370 "CCN1C(=O)N([CH]2CCCN(C2)c3nccc(n3)c4oc5ccccc5c4)c6ccccc16" QJ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN1c2ccccc2N(C1=O)[C@H]3CCCN(C3)c4nccc(n4)c5cc6ccccc6o5" QJ9 SMILES "OpenEye OEToolkits" 1.7.0 "CCN1c2ccccc2N(C1=O)C3CCCN(C3)c4nccc(n4)c5cc6ccccc6o5" QJ9 InChI InChI 1.03 "InChI=1S/C26H25N5O2/c1-2-30-21-10-4-5-11-22(21)31(26(30)32)19-9-7-15-29(17-19)25-27-14-13-20(28-25)24-16-18-8-3-6-12-23(18)33-24/h3-6,8,10-14,16,19H,2,7,9,15,17H2,1H3/t19-/m0/s1" QJ9 InChIKey InChI 1.03 NXTBLPPTZRPJCA-IBGZPJMESA-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 QJ9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(3S)-1-[4-(1-benzofuran-2-yl)pyrimidin-2-yl]piperidin-3-yl}-3-ethyl-1,3-dihydro-2H-benzimidazol-2-one" QJ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(3S)-1-[4-(1-benzofuran-2-yl)pyrimidin-2-yl]piperidin-3-yl]-3-ethyl-benzimidazol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QJ9 "Create component" 2011-02-01 RCSB QJ9 "Modify aromatic_flag" 2011-06-04 RCSB QJ9 "Modify descriptor" 2011-06-04 RCSB #