data_2WL # _chem_comp.id 2WL _chem_comp.name "(1-benzyl-1H-imidazol-4-yl)[4-(2-chlorophenyl)piperazin-1-yl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 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 2014-03-12 _chem_comp.pdbx_modified_date 2014-06-27 _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 380.871 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2WL _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 4PSQ _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 2WL CL1 CL1 CL 0 0 N N N 66.345 0.060 19.150 5.250 -2.317 -0.372 CL1 2WL 1 2WL C2 C2 C 0 1 Y N N 65.847 -0.843 20.621 5.540 -0.713 0.225 C2 2WL 2 2WL C3 C3 C 0 1 Y N N 64.514 -1.210 20.777 6.790 -0.367 0.701 C3 2WL 3 2WL C4 C4 C 0 1 Y N N 64.112 -1.906 21.912 7.022 0.911 1.177 C4 2WL 4 2WL C5 C5 C 0 1 Y N N 65.047 -2.234 22.888 6.003 1.846 1.179 C5 2WL 5 2WL C6 C6 C 0 1 Y N N 66.380 -1.871 22.730 4.751 1.508 0.704 C6 2WL 6 2WL C1 C1 C 0 1 Y N N 66.790 -1.165 21.593 4.516 0.228 0.220 C1 2WL 7 2WL N1 N1 N 0 1 N N N 68.136 -0.774 21.372 3.252 -0.116 -0.266 N1 2WL 8 2WL C10 C10 C 0 1 N N N 68.847 -1.855 20.673 2.918 0.665 -1.465 C10 2WL 9 2WL C9 C9 C 0 1 N N N 70.232 -1.366 20.267 1.614 0.135 -2.069 C9 2WL 10 2WL C7 C7 C 0 1 N N N 68.890 -0.448 22.603 2.227 0.041 0.774 C7 2WL 11 2WL C8 C8 C 0 1 N N N 70.248 0.126 22.207 0.894 -0.514 0.262 C8 2WL 12 2WL N4 N4 N 0 1 N N N 70.929 -0.952 21.487 0.581 0.132 -1.022 N4 2WL 13 2WL C21 C21 C 0 1 N N N 72.076 -1.532 21.875 -0.620 0.706 -1.233 C21 2WL 14 2WL O1 O1 O 0 1 N N N 72.581 -2.425 21.213 -0.821 1.339 -2.251 O1 2WL 15 2WL C11 C11 C 0 1 Y N N 72.807 -1.094 23.105 -1.690 0.565 -0.230 C11 2WL 16 2WL C20 C20 C 0 1 Y N N 73.205 -1.865 24.188 -2.898 1.199 -0.245 C20 2WL 17 2WL N2 N2 N 0 1 Y N N 73.242 0.162 23.339 -1.656 -0.224 0.874 N2 2WL 18 2WL C12 C12 C 0 1 Y N N 73.868 0.180 24.533 -2.777 -0.090 1.522 C12 2WL 19 2WL N3 N3 N 0 1 Y N N 73.845 -1.053 25.046 -3.572 0.786 0.854 N3 2WL 20 2WL C13 C13 C 0 1 N N N 74.430 -1.414 26.337 -4.918 1.207 1.250 C13 2WL 21 2WL C14 C14 C 0 1 Y N N 73.408 -1.243 27.441 -5.935 0.276 0.642 C14 2WL 22 2WL C15 C15 C 0 1 Y N N 73.406 -0.090 28.223 -6.462 0.548 -0.606 C15 2WL 23 2WL C19 C19 C 0 1 Y N N 72.463 -2.242 27.679 -6.336 -0.854 1.330 C19 2WL 24 2WL C18 C18 C 0 1 Y N N 71.520 -2.087 28.696 -7.269 -1.708 0.772 C18 2WL 25 2WL C17 C17 C 0 1 Y N N 71.518 -0.932 29.473 -7.801 -1.433 -0.474 C17 2WL 26 2WL C16 C16 C 0 1 Y N N 72.461 0.067 29.235 -7.395 -0.306 -1.164 C16 2WL 27 2WL H1 H1 H 0 1 N N N 63.791 -0.954 20.016 7.588 -1.095 0.702 H1 2WL 28 2WL H2 H2 H 0 1 N N N 63.078 -2.191 22.035 8.000 1.179 1.548 H2 2WL 29 2WL H3 H3 H 0 1 N N N 64.737 -2.772 23.771 6.188 2.843 1.552 H3 2WL 30 2WL H4 H4 H 0 1 N N N 67.102 -2.135 23.488 3.956 2.239 0.706 H4 2WL 31 2WL H5 H5 H 0 1 N N N 68.282 -2.146 19.775 2.794 1.713 -1.193 H5 2WL 32 2WL H6 H6 H 0 1 N N N 68.945 -2.723 21.342 3.722 0.572 -2.195 H6 2WL 33 2WL H7 H7 H 0 1 N N N 70.787 -2.178 19.775 1.301 0.781 -2.889 H7 2WL 34 2WL H8 H8 H 0 1 N N N 70.142 -0.513 19.578 1.766 -0.880 -2.436 H8 2WL 35 2WL H9 H9 H 0 1 N N N 68.332 0.294 23.193 2.529 -0.505 1.668 H9 2WL 36 2WL H10 H10 H 0 1 N N N 69.034 -1.360 23.202 2.112 1.098 1.015 H10 2WL 37 2WL H11 H11 H 0 1 N N N 70.820 0.413 23.101 0.977 -1.592 0.119 H11 2WL 38 2WL H12 H12 H 0 1 N N N 70.120 1.003 21.556 0.106 -0.301 0.984 H12 2WL 39 2WL H13 H13 H 0 1 N N N 73.032 -2.923 24.317 -3.249 1.896 -0.991 H13 2WL 40 2WL H14 H14 H 0 1 N N N 74.314 1.047 24.997 -3.036 -0.597 2.440 H14 2WL 41 2WL H15 H15 H 0 1 N N N 74.759 -2.463 26.306 -5.003 1.178 2.337 H15 2WL 42 2WL H16 H16 H 0 1 N N N 75.294 -0.764 26.538 -5.100 2.223 0.899 H16 2WL 43 2WL H17 H17 H 0 1 N N N 74.138 0.684 28.045 -6.146 1.429 -1.146 H17 2WL 44 2WL H18 H18 H 0 1 N N N 72.461 -3.137 27.075 -5.921 -1.070 2.303 H18 2WL 45 2WL H19 H19 H 0 1 N N N 70.792 -2.863 28.880 -7.582 -2.592 1.309 H19 2WL 46 2WL H20 H20 H 0 1 N N N 70.787 -0.810 30.259 -8.529 -2.100 -0.910 H20 2WL 47 2WL H21 H21 H 0 1 N N N 72.459 0.964 29.836 -7.807 -0.093 -2.140 H21 2WL 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 2WL CL1 C2 SING N N 1 2WL C9 C10 SING N N 2 2WL C9 N4 SING N N 3 2WL C2 C3 DOUB Y N 4 2WL C2 C1 SING Y N 5 2WL C10 N1 SING N N 6 2WL C3 C4 SING Y N 7 2WL O1 C21 DOUB N N 8 2WL N1 C1 SING N N 9 2WL N1 C7 SING N N 10 2WL N4 C21 SING N N 11 2WL N4 C8 SING N N 12 2WL C1 C6 DOUB Y N 13 2WL C21 C11 SING N N 14 2WL C4 C5 DOUB Y N 15 2WL C8 C7 SING N N 16 2WL C6 C5 SING Y N 17 2WL C11 N2 SING Y N 18 2WL C11 C20 DOUB Y N 19 2WL N2 C12 DOUB Y N 20 2WL C20 N3 SING Y N 21 2WL C12 N3 SING Y N 22 2WL N3 C13 SING N N 23 2WL C13 C14 SING N N 24 2WL C14 C19 DOUB Y N 25 2WL C14 C15 SING Y N 26 2WL C19 C18 SING Y N 27 2WL C15 C16 DOUB Y N 28 2WL C18 C17 DOUB Y N 29 2WL C16 C17 SING Y N 30 2WL C3 H1 SING N N 31 2WL C4 H2 SING N N 32 2WL C5 H3 SING N N 33 2WL C6 H4 SING N N 34 2WL C10 H5 SING N N 35 2WL C10 H6 SING N N 36 2WL C9 H7 SING N N 37 2WL C9 H8 SING N N 38 2WL C7 H9 SING N N 39 2WL C7 H10 SING N N 40 2WL C8 H11 SING N N 41 2WL C8 H12 SING N N 42 2WL C20 H13 SING N N 43 2WL C12 H14 SING N N 44 2WL C13 H15 SING N N 45 2WL C13 H16 SING N N 46 2WL C15 H17 SING N N 47 2WL C19 H18 SING N N 48 2WL C18 H19 SING N N 49 2WL C17 H20 SING N N 50 2WL C16 H21 SING N N 51 # 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 2WL SMILES ACDLabs 12.01 "O=C(c1ncn(c1)Cc2ccccc2)N4CCN(c3ccccc3Cl)CC4" 2WL InChI InChI 1.03 "InChI=1S/C21H21ClN4O/c22-18-8-4-5-9-20(18)25-10-12-26(13-11-25)21(27)19-15-24(16-23-19)14-17-6-2-1-3-7-17/h1-9,15-16H,10-14H2" 2WL InChIKey InChI 1.03 ITFKVPSANNTLSY-UHFFFAOYSA-N 2WL SMILES_CANONICAL CACTVS 3.385 "Clc1ccccc1N2CCN(CC2)C(=O)c3cn(Cc4ccccc4)cn3" 2WL SMILES CACTVS 3.385 "Clc1ccccc1N2CCN(CC2)C(=O)c3cn(Cc4ccccc4)cn3" 2WL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Cn2cc(nc2)C(=O)N3CCN(CC3)c4ccccc4Cl" 2WL SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Cn2cc(nc2)C(=O)N3CCN(CC3)c4ccccc4Cl" # 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 2WL "SYSTEMATIC NAME" ACDLabs 12.01 "(1-benzyl-1H-imidazol-4-yl)[4-(2-chlorophenyl)piperazin-1-yl]methanone" 2WL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[4-(2-chlorophenyl)piperazin-1-yl]-[1-(phenylmethyl)imidazol-4-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 2WL "Create component" 2014-03-12 RCSB 2WL "Initial release" 2014-07-02 RCSB #