data_AOK # _chem_comp.id AOK _chem_comp.name "~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]-2-(5-methyl-1~{H}-benzimidazol-2-yl)ethanamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 Cl N3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-22 _chem_comp.pdbx_modified_date 2018-02-23 _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 403.947 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOK _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 5OTI _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 AOK CL CL1 CL 0 0 N N N -106.396 -173.335 310.762 4.326 -1.775 -1.434 CL AOK 1 AOK C24 C1 C 0 1 Y N N -107.543 -174.617 310.978 3.415 -0.547 -0.612 C24 AOK 2 AOK C8 C2 C 0 1 Y N N -107.111 -175.891 311.332 4.031 0.254 0.350 C8 AOK 3 AOK C7 C3 C 0 1 Y N N -105.675 -176.242 311.545 5.466 0.060 0.674 C7 AOK 4 AOK C6 C4 C 0 1 Y N N -105.192 -176.296 312.853 5.843 -0.376 1.943 C6 AOK 5 AOK C5 C5 C 0 1 Y N N -103.871 -176.624 313.102 7.180 -0.556 2.238 C5 AOK 6 AOK C4 C6 C 0 1 Y N N -103.020 -176.903 312.060 8.143 -0.304 1.278 C4 AOK 7 AOK C3 C7 C 0 1 Y N N -103.480 -176.855 310.758 7.773 0.129 0.018 C3 AOK 8 AOK C2 C8 C 0 1 Y N N -104.803 -176.524 310.483 6.440 0.306 -0.291 C2 AOK 9 AOK C1 C9 C 0 1 N N N -105.296 -176.463 309.056 6.039 0.778 -1.665 C1 AOK 10 AOK C C10 C 0 1 N N N -104.589 -175.440 308.204 5.861 2.297 -1.651 C AOK 11 AOK C23 C11 C 0 1 Y N N -108.881 -174.329 310.803 2.081 -0.356 -0.913 C23 AOK 12 AOK C11 C12 C 0 1 Y N N -109.842 -175.314 310.983 1.355 0.622 -0.259 C11 AOK 13 AOK C10 C13 C 0 1 Y N N -109.423 -176.587 311.330 1.959 1.415 0.700 C10 AOK 14 AOK C9 C14 C 0 1 Y N N -108.082 -176.877 311.502 3.293 1.237 1.006 C9 AOK 15 AOK C12 C15 C 0 1 N N N -111.308 -174.996 310.824 -0.101 0.826 -0.592 C12 AOK 16 AOK N N1 N 0 1 N N N -111.989 -175.878 309.877 -0.926 -0.024 0.278 N AOK 17 AOK C13 C16 C 0 1 N N N -113.396 -175.523 309.687 -2.354 0.148 -0.019 C13 AOK 18 AOK C14 C17 C 0 1 N N N -114.003 -176.599 308.817 -3.179 -0.750 0.904 C14 AOK 19 AOK C15 C18 C 0 1 Y N N -115.485 -176.643 308.949 -4.644 -0.573 0.599 C15 AOK 20 AOK N2 N2 N 0 1 Y N N -116.200 -175.797 309.665 -5.502 -1.581 0.283 N2 AOK 21 AOK C22 C19 C 0 1 Y N N -117.521 -176.207 309.491 -6.744 -1.015 0.077 C22 AOK 22 AOK C16 C20 C 0 1 Y N N -117.559 -177.319 308.657 -6.580 0.366 0.286 C16 AOK 23 AOK N1 N3 N 0 1 Y N N -116.240 -177.576 308.326 -5.275 0.565 0.606 N1 AOK 24 AOK C21 C21 C 0 1 Y N N -118.715 -175.693 309.988 -7.991 -1.518 -0.263 C21 AOK 25 AOK C20 C22 C 0 1 Y N N -119.912 -176.301 309.641 -9.062 -0.659 -0.394 C20 AOK 26 AOK C18 C23 C 0 1 Y N N -119.954 -177.416 308.807 -8.899 0.703 -0.188 C18 AOK 27 AOK C19 C24 C 0 1 N N N -121.269 -178.061 308.447 -10.082 1.626 -0.336 C19 AOK 28 AOK C17 C25 C 0 1 Y N N -118.759 -177.925 308.315 -7.679 1.217 0.148 C17 AOK 29 AOK H1 H1 H 0 1 N N N -105.855 -176.080 313.678 5.092 -0.573 2.693 H1 AOK 30 AOK H2 H2 H 0 1 N N N -103.508 -176.661 314.118 7.473 -0.894 3.221 H2 AOK 31 AOK H3 H3 H 0 1 N N N -101.990 -177.160 312.259 9.187 -0.446 1.514 H3 AOK 32 AOK H4 H4 H 0 1 N N N -102.805 -177.077 309.945 8.530 0.325 -0.728 H4 AOK 33 AOK H5 H5 H 0 1 N N N -106.368 -176.218 309.071 6.815 0.510 -2.382 H5 AOK 34 AOK H6 H6 H 0 1 N N N -105.152 -177.453 308.598 5.100 0.305 -1.952 H6 AOK 35 AOK H7 H7 H 0 1 N N N -105.005 -175.460 307.186 5.085 2.566 -0.934 H7 AOK 36 AOK H8 H8 H 0 1 N N N -104.731 -174.440 308.639 6.800 2.771 -1.364 H8 AOK 37 AOK H9 H9 H 0 1 N N N -103.515 -175.674 308.166 5.571 2.638 -2.645 H9 AOK 38 AOK H10 H10 H 0 1 N N N -109.183 -173.330 310.524 1.604 -0.972 -1.661 H10 AOK 39 AOK H11 H11 H 0 1 N N N -110.157 -177.367 311.469 1.387 2.178 1.207 H11 AOK 40 AOK H12 H12 H 0 1 N N N -107.783 -177.879 311.771 3.765 1.860 1.752 H12 AOK 41 AOK H13 H13 H 0 1 N N N -111.404 -173.960 310.468 -0.367 1.871 -0.437 H13 AOK 42 AOK H14 H14 H 0 1 N N N -111.795 -175.094 311.805 -0.276 0.557 -1.634 H14 AOK 43 AOK H15 H15 H 0 1 N N N -111.939 -176.816 310.220 -0.734 0.161 1.251 H15 AOK 44 AOK H17 H17 H 0 1 N N N -113.476 -174.545 309.191 -2.635 1.189 0.140 H17 AOK 45 AOK H18 H18 H 0 1 N N N -113.912 -175.485 310.658 -2.545 -0.125 -1.057 H18 AOK 46 AOK H19 H19 H 0 1 N N N -113.589 -177.574 309.115 -2.898 -1.791 0.745 H19 AOK 47 AOK H20 H20 H 0 1 N N N -113.745 -176.397 307.767 -2.989 -0.477 1.942 H20 AOK 48 AOK H21 H21 H 0 1 N N N -115.867 -175.029 310.213 -5.281 -2.523 0.214 H21 AOK 49 AOK H23 H23 H 0 1 N N N -118.709 -174.830 310.637 -8.123 -2.578 -0.425 H23 AOK 50 AOK H24 H24 H 0 1 N N N -120.837 -175.899 310.028 -10.033 -1.049 -0.660 H24 AOK 51 AOK H25 H25 H 0 1 N N N -121.511 -178.838 309.187 -10.588 1.724 0.624 H25 AOK 52 AOK H26 H26 H 0 1 N N N -122.062 -177.299 308.443 -9.738 2.606 -0.668 H26 AOK 53 AOK H27 H27 H 0 1 N N N -121.193 -178.516 307.448 -10.773 1.216 -1.071 H27 AOK 54 AOK H28 H28 H 0 1 N N N -118.764 -178.790 307.668 -7.563 2.279 0.306 H28 AOK 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 AOK C C1 SING N N 1 AOK C17 C16 DOUB Y N 2 AOK C17 C18 SING Y N 3 AOK N1 C16 SING Y N 4 AOK N1 C15 DOUB Y N 5 AOK C19 C18 SING N N 6 AOK C16 C22 SING Y N 7 AOK C18 C20 DOUB Y N 8 AOK C14 C15 SING N N 9 AOK C14 C13 SING N N 10 AOK C15 N2 SING Y N 11 AOK C1 C2 SING N N 12 AOK C22 N2 SING Y N 13 AOK C22 C21 DOUB Y N 14 AOK C20 C21 SING Y N 15 AOK C13 N SING N N 16 AOK N C12 SING N N 17 AOK C2 C3 DOUB Y N 18 AOK C2 C7 SING Y N 19 AOK C3 C4 SING Y N 20 AOK CL C24 SING N N 21 AOK C23 C24 DOUB Y N 22 AOK C23 C11 SING Y N 23 AOK C12 C11 SING N N 24 AOK C24 C8 SING Y N 25 AOK C11 C10 DOUB Y N 26 AOK C10 C9 SING Y N 27 AOK C8 C9 DOUB Y N 28 AOK C8 C7 SING N N 29 AOK C7 C6 DOUB Y N 30 AOK C4 C5 DOUB Y N 31 AOK C6 C5 SING Y N 32 AOK C6 H1 SING N N 33 AOK C5 H2 SING N N 34 AOK C4 H3 SING N N 35 AOK C3 H4 SING N N 36 AOK C1 H5 SING N N 37 AOK C1 H6 SING N N 38 AOK C H7 SING N N 39 AOK C H8 SING N N 40 AOK C H9 SING N N 41 AOK C23 H10 SING N N 42 AOK C10 H11 SING N N 43 AOK C9 H12 SING N N 44 AOK C12 H13 SING N N 45 AOK C12 H14 SING N N 46 AOK N H15 SING N N 47 AOK C13 H17 SING N N 48 AOK C13 H18 SING N N 49 AOK C14 H19 SING N N 50 AOK C14 H20 SING N N 51 AOK N2 H21 SING N N 52 AOK C21 H23 SING N N 53 AOK C20 H24 SING N N 54 AOK C19 H25 SING N N 55 AOK C19 H26 SING N N 56 AOK C19 H27 SING N N 57 AOK C17 H28 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 AOK InChI InChI 1.03 "InChI=1S/C25H26ClN3/c1-3-19-6-4-5-7-20(19)21-10-9-18(15-22(21)26)16-27-13-12-25-28-23-11-8-17(2)14-24(23)29-25/h4-11,14-15,27H,3,12-13,16H2,1-2H3,(H,28,29)" AOK InChIKey InChI 1.03 UEXCZYXPWTVPQM-UHFFFAOYSA-N AOK SMILES_CANONICAL CACTVS 3.385 "CCc1ccccc1c2ccc(CNCCc3[nH]c4ccc(C)cc4n3)cc2Cl" AOK SMILES CACTVS 3.385 "CCc1ccccc1c2ccc(CNCCc3[nH]c4ccc(C)cc4n3)cc2Cl" AOK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1ccccc1c2ccc(cc2Cl)CNCCc3[nH]c4ccc(cc4n3)C" AOK SMILES "OpenEye OEToolkits" 2.0.6 "CCc1ccccc1c2ccc(cc2Cl)CNCCc3[nH]c4ccc(cc4n3)C" # 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 AOK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]-2-(5-methyl-1~{H}-benzimidazol-2-yl)ethanamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AOK "Create component" 2017-08-22 EBI AOK "Initial release" 2018-02-28 RCSB #