data_JZK # _chem_comp.id JZK _chem_comp.name "2-[(2-chlorobenzyl)amino]-1-(cyclohexylmethyl)-1H-benzimidazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-29 _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 396.913 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JZK _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 3JZF _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 JZK N1 N1 N 0 1 N N N 39.982 -27.655 36.718 6.720 1.816 -0.043 N1 JZK 1 JZK C2 C2 C 0 1 N N N 40.115 -26.265 36.581 5.533 2.295 0.378 C2 JZK 2 JZK O3 O3 O 0 1 N N N 40.971 -25.721 35.846 5.485 3.337 1.003 O3 JZK 3 JZK C4 C4 C 0 1 Y N N 39.029 -25.417 37.211 4.290 1.555 0.081 C4 JZK 4 JZK C5 C5 C 0 1 Y N N 39.152 -23.997 37.178 4.347 0.355 -0.639 C5 JZK 5 JZK C6 C6 C 0 1 Y N N 38.147 -23.136 37.662 3.205 -0.338 -0.920 C6 JZK 6 JZK C7 C7 C 0 1 Y N N 36.999 -23.762 38.212 1.974 0.142 -0.493 C7 JZK 7 JZK N8 N8 N 0 1 Y N N 35.827 -23.290 38.769 0.675 -0.315 -0.616 N8 JZK 8 JZK C9 C9 C 0 1 N N N 35.370 -21.901 38.732 0.247 -1.540 -1.295 C9 JZK 9 JZK C10 C10 C 0 1 N N N 34.447 -21.697 37.512 0.240 -2.700 -0.297 C10 JZK 10 JZK C11 C11 C 0 1 N N N 33.620 -20.439 37.771 -0.326 -3.951 -0.974 C11 JZK 11 JZK C12 C12 C 0 1 N N N 34.245 -19.177 37.183 -0.333 -5.111 0.024 C12 JZK 12 JZK C13 C13 C 0 1 N N N 34.590 -19.283 35.692 1.096 -5.387 0.495 C13 JZK 13 JZK C14 C14 C 0 1 N N N 34.609 -20.722 35.154 1.661 -4.137 1.171 C14 JZK 14 JZK C15 C15 C 0 1 N N N 35.295 -21.608 36.213 1.668 -2.977 0.174 C15 JZK 15 JZK C16 C16 C 0 1 Y N N 35.069 -24.361 39.152 -0.135 0.587 0.014 C16 JZK 16 JZK N17 N17 N 0 1 N N N 33.871 -24.173 39.740 -1.507 0.486 0.111 N17 JZK 17 JZK C18 C18 C 0 1 N N N 33.217 -25.270 40.411 -2.269 1.520 0.814 C18 JZK 18 JZK C19 C19 C 0 1 Y N N 33.759 -25.641 41.789 -3.736 1.175 0.778 C19 JZK 19 JZK C20 C20 C 0 1 Y N N 34.482 -24.767 42.642 -4.359 0.686 1.910 C20 JZK 20 JZK C21 C21 C 0 1 Y N N 34.913 -25.245 43.921 -5.705 0.369 1.877 C21 JZK 21 JZK C22 C22 C 0 1 Y N N 34.634 -26.575 44.354 -6.427 0.541 0.711 C22 JZK 22 JZK C23 C23 C 0 1 Y N N 33.919 -27.446 43.511 -5.804 1.030 -0.422 C23 JZK 23 JZK C24 C24 C 0 1 Y N N 33.494 -26.967 42.239 -4.460 1.353 -0.388 C24 JZK 24 JZK CL25 CL25 CL 0 0 N N N 32.625 -28.011 41.181 -3.679 1.975 -1.808 CL25 JZK 25 JZK N26 N26 N 0 1 Y N N 35.673 -25.487 38.841 0.584 1.562 0.511 N26 JZK 26 JZK C27 C27 C 0 1 Y N N 36.848 -25.159 38.260 1.897 1.346 0.232 C27 JZK 27 JZK C28 C28 C 0 1 Y N N 37.853 -26.005 37.762 3.065 2.048 0.522 C28 JZK 28 JZK HN1 HN1 H 0 1 N N N 40.590 -28.268 36.213 7.536 2.303 0.152 HN1 JZK 29 JZK HN1A HN1A H 0 0 N N N 39.279 -28.033 37.320 6.759 0.983 -0.539 HN1A JZK 30 JZK H5 H5 H 0 1 N N N 40.051 -23.564 36.766 5.301 -0.024 -0.975 H5 JZK 31 JZK H6 H6 H 0 1 N N N 38.245 -22.061 37.617 3.259 -1.262 -1.477 H6 JZK 32 JZK H9 H9 H 0 1 N N N 34.815 -21.672 39.654 -0.756 -1.401 -1.698 H9 JZK 33 JZK H9A H9A H 0 1 N N N 36.239 -21.231 38.651 0.937 -1.765 -2.108 H9A JZK 34 JZK H10 H10 H 0 1 N N N 33.763 -22.547 37.371 -0.382 -2.438 0.559 H10 JZK 35 JZK H11 H11 H 0 1 N N N 32.629 -20.578 37.314 -1.344 -3.754 -1.310 H11 JZK 36 JZK H11A H11A H 0 0 N N N 33.530 -20.304 38.859 0.295 -4.212 -1.831 H11A JZK 37 JZK H12 H12 H 0 1 N N N 33.526 -18.354 37.307 -0.954 -4.849 0.881 H12 JZK 38 JZK H12A H12A H 0 0 N N N 35.176 -18.972 37.732 -0.736 -6.002 -0.458 H12A JZK 39 JZK H13 H13 H 0 1 N N N 33.832 -18.720 35.128 1.090 -6.214 1.206 H13 JZK 40 JZK H13A H13A H 0 0 N N N 35.591 -18.852 35.544 1.717 -5.649 -0.362 H13A JZK 41 JZK H14 H14 H 0 1 N N N 33.582 -21.072 34.976 1.040 -3.875 2.028 H14 JZK 42 JZK H14A H14A H 0 0 N N N 35.167 -20.764 34.207 2.679 -4.334 1.507 H14A JZK 43 JZK H15 H15 H 0 1 N N N 36.276 -21.174 36.458 2.289 -3.239 -0.683 H15 JZK 44 JZK H15A H15A H 0 0 N N N 35.422 -22.620 35.801 2.071 -2.086 0.656 H15A JZK 45 JZK HN17 HN17 H 0 0 N N N 34.010 -23.467 40.434 -1.967 -0.271 -0.285 HN17 JZK 46 JZK H18 H18 H 0 1 N N N 32.161 -24.990 40.540 -1.935 1.577 1.850 H18 JZK 47 JZK H18A H18A H 0 0 N N N 33.325 -26.156 39.769 -2.110 2.483 0.328 H18A JZK 48 JZK H20 H20 H 0 1 N N N 34.704 -23.757 42.331 -3.795 0.551 2.821 H20 JZK 49 JZK H21 H21 H 0 1 N N N 35.462 -24.583 44.573 -6.191 -0.013 2.762 H21 JZK 50 JZK H22 H22 H 0 1 N N N 34.970 -26.912 45.324 -7.478 0.293 0.686 H22 JZK 51 JZK H23 H23 H 0 1 N N N 33.697 -28.456 43.822 -6.369 1.164 -1.333 H23 JZK 52 JZK H28 H28 H 0 1 N N N 37.737 -27.078 37.796 3.020 2.971 1.082 H28 JZK 53 # 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 JZK N1 C2 SING N N 1 JZK C2 O3 DOUB N N 2 JZK C2 C4 SING N N 3 JZK C4 C5 DOUB Y N 4 JZK C4 C28 SING Y N 5 JZK C5 C6 SING Y N 6 JZK C6 C7 DOUB Y N 7 JZK C7 N8 SING Y N 8 JZK C7 C27 SING Y N 9 JZK N8 C9 SING N N 10 JZK N8 C16 SING Y N 11 JZK C9 C10 SING N N 12 JZK C10 C11 SING N N 13 JZK C10 C15 SING N N 14 JZK C11 C12 SING N N 15 JZK C12 C13 SING N N 16 JZK C13 C14 SING N N 17 JZK C14 C15 SING N N 18 JZK C16 N17 SING N N 19 JZK C16 N26 DOUB Y N 20 JZK N17 C18 SING N N 21 JZK C18 C19 SING N N 22 JZK C19 C20 DOUB Y N 23 JZK C19 C24 SING Y N 24 JZK C20 C21 SING Y N 25 JZK C21 C22 DOUB Y N 26 JZK C22 C23 SING Y N 27 JZK C23 C24 DOUB Y N 28 JZK C24 CL25 SING N N 29 JZK N26 C27 SING Y N 30 JZK C27 C28 DOUB Y N 31 JZK N1 HN1 SING N N 32 JZK N1 HN1A SING N N 33 JZK C5 H5 SING N N 34 JZK C6 H6 SING N N 35 JZK C9 H9 SING N N 36 JZK C9 H9A SING N N 37 JZK C10 H10 SING N N 38 JZK C11 H11 SING N N 39 JZK C11 H11A SING N N 40 JZK C12 H12 SING N N 41 JZK C12 H12A SING N N 42 JZK C13 H13 SING N N 43 JZK C13 H13A SING N N 44 JZK C14 H14 SING N N 45 JZK C14 H14A SING N N 46 JZK C15 H15 SING N N 47 JZK C15 H15A SING N N 48 JZK N17 HN17 SING N N 49 JZK C18 H18 SING N N 50 JZK C18 H18A SING N N 51 JZK C20 H20 SING N N 52 JZK C21 H21 SING N N 53 JZK C22 H22 SING N N 54 JZK C23 H23 SING N N 55 JZK C28 H28 SING N N 56 # 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 JZK SMILES ACDLabs 11.02 "Clc1ccccc1CNc3nc2cc(ccc2n3CC4CCCCC4)C(=O)N" JZK SMILES_CANONICAL CACTVS 3.352 "NC(=O)c1ccc2n(CC3CCCCC3)c(NCc4ccccc4Cl)nc2c1" JZK SMILES CACTVS 3.352 "NC(=O)c1ccc2n(CC3CCCCC3)c(NCc4ccccc4Cl)nc2c1" JZK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CNc2nc3cc(ccc3n2CC4CCCCC4)C(=O)N)Cl" JZK SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CNc2nc3cc(ccc3n2CC4CCCCC4)C(=O)N)Cl" JZK InChI InChI 1.03 "InChI=1S/C22H25ClN4O/c23-18-9-5-4-8-17(18)13-25-22-26-19-12-16(21(24)28)10-11-20(19)27(22)14-15-6-2-1-3-7-15/h4-5,8-12,15H,1-3,6-7,13-14H2,(H2,24,28)(H,25,26)" JZK InChIKey InChI 1.03 DGENNQRBHYDWGG-UHFFFAOYSA-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 JZK "SYSTEMATIC NAME" ACDLabs 11.02 "2-[(2-chlorobenzyl)amino]-1-(cyclohexylmethyl)-1H-benzimidazole-5-carboxamide" JZK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[(2-chlorophenyl)methylamino]-1-(cyclohexylmethyl)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 JZK "Create component" 2009-09-29 RCSB JZK "Modify aromatic_flag" 2011-06-04 RCSB JZK "Modify descriptor" 2011-06-04 RCSB #