data_A9T # _chem_comp.id A9T _chem_comp.name "2-(4-{[1-(4-CHLOROBENZYL)PIPERIDIN-4-YL]METHOXY}PHENYL)-1H-BENZIMIDAZOLE-5-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H27 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-28 _chem_comp.pdbx_modified_date 2014-09-05 _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 474.982 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A9T _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4A9T _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 A9T C1 C1 C 0 1 N N N 11.469 -46.540 2.853 -10.197 1.492 -0.276 C1 A9T 1 A9T N1 N1 N 0 1 N N N 10.320 -46.160 2.306 -11.243 1.541 0.573 N1 A9T 2 A9T O1 O1 O 0 1 N N N 6.175 -50.440 12.223 0.810 -1.528 -1.082 O1 A9T 3 A9T C2 C2 C 0 1 Y N N 11.345 -47.185 4.241 -8.898 0.963 0.185 C2 A9T 4 A9T C3 C3 C 0 1 Y N N 10.092 -47.317 4.837 -7.819 0.913 -0.692 C3 A9T 5 A9T N3 N3 N 0 1 Y N N 8.925 -48.166 6.874 -5.389 0.239 -0.845 N3 A9T 6 A9T C4 C4 C 0 1 Y N N 9.971 -47.902 6.095 -6.594 0.413 -0.249 C4 A9T 7 A9T N4 N4 N 0 1 Y N N 10.693 -48.855 7.923 -5.166 -0.464 1.220 N4 A9T 8 A9T C5 C5 C 0 1 Y N N 9.365 -48.725 8.005 -4.544 -0.276 0.014 C5 A9T 9 A9T C6 C6 C 0 1 Y N N 11.101 -48.351 6.760 -6.469 -0.034 1.081 C6 A9T 10 A9T C7 C7 C 0 1 Y N N 12.356 -48.221 6.168 -7.558 0.023 1.942 C7 A9T 11 A9T C8 C8 C 0 1 Y N N 12.479 -47.635 4.912 -8.753 0.519 1.506 C8 A9T 12 A9T C9 C9 C 0 1 Y N N 8.561 -49.147 9.069 -3.133 -0.607 -0.275 C9 A9T 13 A9T C10 C10 C 0 1 Y N N 9.135 -49.649 10.235 -2.605 -0.371 -1.546 C10 A9T 14 A9T C11 C11 C 0 1 Y N N 8.324 -50.060 11.289 -1.289 -0.680 -1.811 C11 A9T 15 A9T C12 C12 C 0 1 Y N N 6.937 -49.987 11.184 -0.487 -1.225 -0.816 C12 A9T 16 A9T C13 C13 C 0 1 Y N N 6.362 -49.538 9.999 -1.008 -1.460 0.450 C13 A9T 17 A9T C14 C14 C 0 1 Y N N 7.173 -49.104 8.953 -2.322 -1.149 0.725 C14 A9T 18 A9T C20 C20 C 0 1 N N N 4.580 -50.844 16.089 5.232 -3.286 0.139 C20 A9T 19 A9T C19 C19 C 0 1 N N N 5.006 -50.091 14.825 3.791 -3.069 0.606 C19 A9T 20 A9T C18 C18 C 0 1 N N N 4.382 -50.727 13.585 3.003 -2.359 -0.498 C18 A9T 21 A9T C17 C17 C 0 1 N N N 4.665 -52.213 13.555 3.692 -1.034 -0.834 C17 A9T 22 A9T C16 C16 C 0 1 N N N 4.261 -52.870 14.874 5.136 -1.309 -1.260 C16 A9T 23 A9T NBG NBG N 0 1 N N N 5.039 -52.252 15.976 5.848 -1.989 -0.170 NBG A9T 24 A9T CAS CAS C 0 1 N N N 4.774 -50.028 12.276 1.578 -2.085 -0.013 CAS A9T 25 A9T OAB OAB O 0 1 N N N 12.563 -46.381 2.314 -10.325 1.877 -1.421 OAB A9T 26 A9T C22 C22 C 0 1 Y N N ? ? ? 6.763 0.071 0.737 C22 A9T 27 A9T C23 C23 C 0 1 Y N N ? ? ? 6.180 1.220 0.235 C23 A9T 28 A9T C24 C24 C 0 1 Y N N ? ? ? 6.959 2.331 -0.031 C24 A9T 29 A9T C25 C25 C 0 1 Y N N ? ? ? 8.322 2.292 0.204 C25 A9T 30 A9T C26 C26 C 0 1 Y N N ? ? ? 8.905 1.142 0.705 C26 A9T 31 A9T CL1 CL1 CL 0 0 N N N ? ? ? 9.300 3.686 -0.131 CL1 A9T 32 A9T C21 C21 C 0 1 N N N ? ? ? 5.914 -1.140 1.026 C21 A9T 33 A9T C27 C27 C 0 1 Y N N ? ? ? 8.126 0.030 0.966 C27 A9T 34 A9T H23 H23 H 0 1 N N N ? ? ? 5.117 1.250 0.052 H23 A9T 35 A9T H24 H24 H 0 1 N N N ? ? ? 6.503 3.228 -0.423 H24 A9T 36 A9T H26 H26 H 0 1 N N N ? ? ? 9.969 1.111 0.888 H26 A9T 37 A9T H21 H21 H 0 1 N N N ? ? ? 4.909 -0.821 1.301 H21 A9T 38 A9T H22 H22 H 0 1 N N N ? ? ? 6.354 -1.704 1.849 H22 A9T 39 A9T H27 H27 H 0 1 N N N ? ? ? 8.581 -0.867 1.358 H27 A9T 40 A9T H11N H11N H 0 0 N N N 10.315 -45.719 1.409 -11.143 1.230 1.486 H11N A9T 41 A9T H12N H12N H 0 0 N N N 9.460 -46.315 2.791 -12.097 1.888 0.270 H12N A9T 42 A9T HAS1 HAS1 H 0 0 N N N 4.665 -48.935 12.341 1.606 -1.381 0.819 HAS1 A9T 43 A9T HAS2 HAS2 H 0 0 N N N 4.199 -50.403 11.417 1.120 -3.018 0.316 HAS2 A9T 44 A9T H3 H3 H 0 1 N N N 9.211 -46.964 4.321 -7.928 1.258 -1.710 H3 A9T 45 A9T H8 H8 H 0 1 N N N 13.453 -47.529 4.458 -9.593 0.565 2.182 H8 A9T 46 A9T H4 H4 H 0 1 N N N 11.283 -49.263 8.620 -4.764 -0.831 2.023 H4 A9T 47 A9T H7 H7 H 0 1 N N N 13.235 -48.576 6.685 -7.458 -0.320 2.961 H7 A9T 48 A9T H10 H10 H 0 1 N N N 10.209 -49.719 10.321 -3.228 0.051 -2.320 H10 A9T 49 A9T H14 H14 H 0 1 N N N 6.723 -48.731 8.045 -2.726 -1.328 1.710 H14 A9T 50 A9T H11 H11 H 0 1 N N N 8.774 -50.438 12.195 -0.880 -0.499 -2.794 H11 A9T 51 A9T H13 H13 H 0 1 N N N 5.288 -49.526 9.890 -0.382 -1.884 1.221 H13 A9T 52 A9T H161 H161 H 0 0 N N N 3.186 -52.716 15.049 5.139 -1.944 -2.146 H161 A9T 53 A9T H162 H162 H 0 0 N N N 4.475 -53.948 14.830 5.634 -0.367 -1.487 H162 A9T 54 A9T H171 H171 H 0 0 N N N 5.741 -52.372 13.388 3.160 -0.543 -1.649 H171 A9T 55 A9T H172 H172 H 0 0 N N N 4.095 -52.672 12.734 3.688 -0.388 0.044 H172 A9T 56 A9T H18 H18 H 0 1 N N N 3.293 -50.613 13.687 2.970 -2.990 -1.386 H18 A9T 57 A9T H191 H191 H 0 0 N N N 6.102 -50.125 14.736 3.329 -4.033 0.821 H191 A9T 58 A9T H192 H192 H 0 0 N N N 4.676 -49.044 14.899 3.789 -2.457 1.508 H192 A9T 59 A9T H201 H201 H 0 0 N N N 5.037 -50.374 16.972 5.800 -3.779 0.928 H201 A9T 60 A9T H202 H202 H 0 0 N N N 3.485 -50.817 16.185 5.234 -3.911 -0.754 H202 A9T 61 # 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 A9T C1 N1 SING N N 1 A9T C1 C2 SING N N 2 A9T C1 OAB DOUB N N 3 A9T O1 C12 SING N N 4 A9T O1 CAS SING N N 5 A9T C2 C3 SING Y N 6 A9T C2 C8 DOUB Y N 7 A9T C3 C4 DOUB Y N 8 A9T N3 C4 SING Y N 9 A9T N3 C5 DOUB Y N 10 A9T C4 C6 SING Y N 11 A9T N4 C5 SING Y N 12 A9T N4 C6 SING Y N 13 A9T C5 C9 SING N N 14 A9T C6 C7 DOUB Y N 15 A9T C7 C8 SING Y N 16 A9T C9 C10 SING Y N 17 A9T C9 C14 DOUB Y N 18 A9T C10 C11 DOUB Y N 19 A9T C11 C12 SING Y N 20 A9T C12 C13 DOUB Y N 21 A9T C13 C14 SING Y N 22 A9T C16 C17 SING N N 23 A9T C16 NBG SING N N 24 A9T C17 C18 SING N N 25 A9T C18 C19 SING N N 26 A9T C18 CAS SING N N 27 A9T C19 C20 SING N N 28 A9T C20 NBG SING N N 29 A9T C21 NBG SING N N 30 A9T C22 C23 DOUB Y N 31 A9T C22 C21 SING N N 32 A9T C22 C27 SING Y N 33 A9T C23 C24 SING Y N 34 A9T C23 H23 SING N N 35 A9T C24 C25 DOUB Y N 36 A9T C24 H24 SING N N 37 A9T C25 C26 SING Y N 38 A9T C25 CL1 SING N N 39 A9T C26 C27 DOUB Y N 40 A9T C26 H26 SING N N 41 A9T C21 H21 SING N N 42 A9T C21 H22 SING N N 43 A9T C27 H27 SING N N 44 A9T N1 H11N SING N N 45 A9T N1 H12N SING N N 46 A9T CAS HAS1 SING N N 47 A9T CAS HAS2 SING N N 48 A9T C3 H3 SING N N 49 A9T C8 H8 SING N N 50 A9T N4 H4 SING N N 51 A9T C7 H7 SING N N 52 A9T C10 H10 SING N N 53 A9T C14 H14 SING N N 54 A9T C11 H11 SING N N 55 A9T C13 H13 SING N N 56 A9T C16 H161 SING N N 57 A9T C16 H162 SING N N 58 A9T C17 H171 SING N N 59 A9T C17 H172 SING N N 60 A9T C18 H18 SING N N 61 A9T C19 H191 SING N N 62 A9T C19 H192 SING N N 63 A9T C20 H201 SING N N 64 A9T C20 H202 SING N N 65 # 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 A9T SMILES ACDLabs 12.01 "O=C(N)c1cc2nc(nc2cc1)c5ccc(OCC4CCN(Cc3ccc(Cl)cc3)CC4)cc5" A9T InChI InChI 1.03 "InChI=1S/C27H27ClN4O2/c28-22-6-1-18(2-7-22)16-32-13-11-19(12-14-32)17-34-23-8-3-20(4-9-23)27-30-24-10-5-21(26(29)33)15-25(24)31-27/h1-10,15,19H,11-14,16-17H2,(H2,29,33)(H,30,31)" A9T InChIKey InChI 1.03 LKKIDFQBVDANKO-UHFFFAOYSA-N A9T SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1ccc2[nH]c(nc2c1)c3ccc(OCC4CCN(CC4)Cc5ccc(Cl)cc5)cc3" A9T SMILES CACTVS 3.385 "NC(=O)c1ccc2[nH]c(nc2c1)c3ccc(OCC4CCN(CC4)Cc5ccc(Cl)cc5)cc3" A9T SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5ccc(cc5n4)C(=O)N)Cl" A9T SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5ccc(cc5n4)C(=O)N)Cl" # 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 A9T "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-{[1-(4-chlorobenzyl)piperidin-4-yl]methoxy}phenyl)-1H-benzimidazole-5-carboxamide" A9T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[4-[[1-[(4-chlorophenyl)methyl]piperidin-4-yl]methoxy]phenyl]-1H-benzimidazole-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A9T "Create component" 2011-11-28 EBI A9T "Initial release" 2012-10-05 RCSB A9T "Modify descriptor" 2014-09-05 RCSB #