data_768 # _chem_comp.id 768 _chem_comp.name "(2R)-1-(2,4-dichlorophenoxy)-3-[(2E)-2-imino-3-(2-piperidin-1-ylethyl)-2,3-dihydro-1H-benzimidazol-1-yl]propan-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 Cl2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1-(2,4-dichlorophenoxy)-3-{2-imino-3-[2-(1-piperidinyl)ethyl]-2,3-dihydro-1H-benzimidazol-1-yl}-2-propanol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-02 _chem_comp.pdbx_modified_date 2021-03-13 _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 463.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 768 _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 3HNB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 768 O1 O1 O 0 1 N N N -5.235 5.334 28.512 -1.235 1.823 0.623 O1 768 1 768 C16 C16 C 0 1 N N R -3.949 5.106 29.089 -1.154 0.592 -0.099 C16 768 2 768 C17 C17 C 0 1 N N N -3.845 3.651 29.573 -2.527 0.251 -0.682 C17 768 3 768 O2 O2 O 0 1 N N N -2.518 3.131 29.473 -3.448 0.005 0.383 O2 768 4 768 C18 C18 C 0 1 Y N N -1.811 2.544 30.499 -4.723 -0.313 0.034 C18 768 5 768 C19 C19 C 0 1 Y N N -2.126 1.264 30.949 -5.079 -0.388 -1.304 C19 768 6 768 C20 C20 C 0 1 Y N N -1.366 0.683 31.969 -6.375 -0.712 -1.657 C20 768 7 768 C21 C21 C 0 1 Y N N -0.275 1.372 32.529 -7.318 -0.962 -0.676 C21 768 8 768 CL1 CL1 CL 0 0 N N N 0.547 0.777 33.638 -8.946 -1.369 -1.122 CL1 768 9 768 C22 C22 C 0 1 Y N N 0.091 2.651 32.100 -6.966 -0.889 0.660 C22 768 10 768 C23 C23 C 0 1 Y N N -0.621 3.243 31.087 -5.669 -0.570 1.017 C23 768 11 768 CL2 CL2 CL 0 0 N N N -0.209 4.610 30.666 -5.225 -0.485 2.693 CL2 768 12 768 C15 C15 C 0 1 N N N -2.974 5.461 27.960 -0.138 0.733 -1.234 C15 768 13 768 N3 N3 N 0 1 N N N -2.877 6.922 28.011 1.198 0.941 -0.672 N3 768 14 768 C14 C14 C 0 1 N N N -3.478 7.802 27.295 2.098 -0.044 -0.351 C14 768 15 768 N4 N4 N 0 1 N N N -4.308 7.354 26.314 1.905 -1.327 -0.497 N4 768 16 768 C13 C13 C 0 1 Y N N -2.185 7.606 28.907 1.778 2.174 -0.375 C13 768 17 768 C12 C12 C 0 1 Y N N -1.335 7.215 29.924 1.328 3.480 -0.500 C12 768 18 768 C11 C11 C 0 1 Y N N -0.691 8.175 30.695 2.142 4.528 -0.116 C11 768 19 768 C10 C10 C 0 1 Y N N -0.890 9.540 30.446 3.404 4.281 0.394 C10 768 20 768 C9 C9 C 0 1 Y N N -1.736 9.985 29.426 3.860 2.983 0.523 C9 768 21 768 C8 C8 C 0 1 Y N N -2.393 9.052 28.632 3.051 1.924 0.140 C8 768 22 768 N2 N2 N 0 1 N N N -3.255 9.105 27.622 3.234 0.542 0.148 N2 768 23 768 C7 C7 C 0 1 N N N -3.754 10.322 27.001 4.434 -0.163 0.607 C7 768 24 768 C6 C6 C 0 1 N N N -4.713 10.088 25.844 5.401 -0.340 -0.565 C6 768 25 768 N1 N1 N 0 1 N N N -6.050 10.105 26.399 6.604 -1.046 -0.105 N1 768 26 768 C5 C5 C 0 1 N N N -6.396 9.302 27.564 7.447 -1.443 -1.240 C5 768 27 768 C4 C4 C 0 1 N N N -6.398 10.375 28.651 8.755 -2.045 -0.719 C4 768 28 768 C3 C3 C 0 1 N N N -7.294 11.567 28.296 8.439 -3.261 0.156 C3 768 29 768 C2 C2 C 0 1 N N N -7.175 12.072 26.841 7.520 -2.830 1.302 C2 768 30 768 C1 C1 C 0 1 N N N -7.119 10.931 25.827 6.248 -2.206 0.723 C1 768 31 768 HO1 HO1 H 0 1 N N N -5.887 5.385 29.201 -1.511 2.577 0.085 HO1 768 32 768 H16 H16 H 0 1 N N N -3.735 5.708 29.984 -0.837 -0.204 0.575 H16 768 33 768 H17 H17 H 0 1 N N N -4.155 3.613 30.628 -2.883 1.086 -1.285 H17 768 34 768 H17A H17A H 0 0 N N N -4.494 3.038 28.930 -2.446 -0.639 -1.305 H17A 768 35 768 H19 H19 H 0 1 N N N -2.953 0.723 30.513 -4.343 -0.192 -2.070 H19 768 36 768 H20 H20 H 0 1 N N N -1.619 -0.303 32.330 -6.652 -0.769 -2.699 H20 768 37 768 H22 H22 H 0 1 N N N 0.922 3.166 32.559 -7.703 -1.085 1.424 H22 768 38 768 H15 H15 H 0 1 N N N -1.992 4.991 28.119 -0.141 -0.174 -1.839 H15 768 39 768 H15A H15A H 0 0 N N N -3.319 5.099 26.980 -0.406 1.586 -1.858 H15A 768 40 768 HN4 HN4 H 0 1 N N N -4.718 8.124 25.825 2.600 -1.954 -0.242 HN4 768 41 768 H12 H12 H 0 1 N N N -1.172 6.165 30.119 0.344 3.677 -0.899 H12 768 42 768 H11 H11 H 0 1 N N N -0.032 7.867 31.493 1.791 5.545 -0.213 H11 768 43 768 H10 H10 H 0 1 N N N -0.376 10.267 31.058 4.035 5.105 0.693 H10 768 44 768 H9 H9 H 0 1 N N N -1.878 11.042 29.257 4.846 2.793 0.922 H9 768 45 768 H7 H7 H 0 1 N N N -4.288 10.899 27.770 4.917 0.416 1.393 H7 768 46 768 H7A H7A H 0 1 N N N -2.881 10.848 26.588 4.153 -1.142 0.997 H7A 768 47 768 H6 H6 H 0 1 N N N -4.602 10.880 25.088 4.918 -0.919 -1.351 H6 768 48 768 H6A H6A H 0 1 N N N -4.505 9.128 25.348 5.682 0.639 -0.955 H6A 768 49 768 H5 H5 H 0 1 N N N -7.372 8.805 27.460 6.921 -2.184 -1.842 H5 768 50 768 H5A H5A H 0 1 N N N -5.713 8.461 27.756 7.668 -0.569 -1.852 H5A 768 51 768 H4 H4 H 0 1 N N N -6.769 9.926 29.584 9.374 -2.353 -1.562 H4 768 52 768 H4A H4A H 0 1 N N N -5.369 10.748 28.757 9.288 -1.300 -0.129 H4A 768 53 768 H3 H3 H 0 1 N N N -8.337 11.257 28.456 7.940 -4.022 -0.444 H3 768 54 768 H3A H3A H 0 1 N N N -6.968 12.399 28.938 9.365 -3.666 0.564 H3A 768 55 768 H2 H2 H 0 1 N N N -8.053 12.695 26.616 7.257 -3.700 1.905 H2 768 56 768 H2A H2A H 0 1 N N N -6.237 12.640 26.759 8.034 -2.097 1.925 H2A 768 57 768 H1 H1 H 0 1 N N N -6.881 11.282 24.812 5.598 -1.885 1.537 H1 768 58 768 H1A H1A H 0 1 N N N -8.074 10.402 25.689 5.728 -2.943 0.112 H1A 768 59 # # 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 768 O1 C16 SING N N 1 768 C16 C17 SING N N 2 768 C16 C15 SING N N 3 768 C17 O2 SING N N 4 768 O2 C18 SING N N 5 768 C18 C19 DOUB Y N 6 768 C18 C23 SING Y N 7 768 C19 C20 SING Y N 8 768 C20 C21 DOUB Y N 9 768 C21 CL1 SING N N 10 768 C21 C22 SING Y N 11 768 C22 C23 DOUB Y N 12 768 C23 CL2 SING N N 13 768 C15 N3 SING N N 14 768 N3 C14 SING N N 15 768 N3 C13 SING N N 16 768 C14 N4 DOUB N N 17 768 C14 N2 SING N N 18 768 C13 C12 DOUB Y N 19 768 C13 C8 SING Y N 20 768 C12 C11 SING Y N 21 768 C11 C10 DOUB Y N 22 768 C10 C9 SING Y N 23 768 C9 C8 DOUB Y N 24 768 C8 N2 SING N N 25 768 N2 C7 SING N N 26 768 C7 C6 SING N N 27 768 C6 N1 SING N N 28 768 N1 C5 SING N N 29 768 N1 C1 SING N N 30 768 C5 C4 SING N N 31 768 C4 C3 SING N N 32 768 C3 C2 SING N N 33 768 C2 C1 SING N N 34 768 O1 HO1 SING N N 35 768 C16 H16 SING N N 36 768 C17 H17 SING N N 37 768 C17 H17A SING N N 38 768 C19 H19 SING N N 39 768 C20 H20 SING N N 40 768 C22 H22 SING N N 41 768 C15 H15 SING N N 42 768 C15 H15A SING N N 43 768 N4 HN4 SING N N 44 768 C12 H12 SING N N 45 768 C11 H11 SING N N 46 768 C10 H10 SING N N 47 768 C9 H9 SING N N 48 768 C7 H7 SING N N 49 768 C7 H7A SING N N 50 768 C6 H6 SING N N 51 768 C6 H6A SING N N 52 768 C5 H5 SING N N 53 768 C5 H5A SING N N 54 768 C4 H4 SING N N 55 768 C4 H4A SING N N 56 768 C3 H3 SING N N 57 768 C3 H3A SING N N 58 768 C2 H2 SING N N 59 768 C2 H2A SING N N 60 768 C1 H1 SING N N 61 768 C1 H1A SING N N 62 # # 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 768 SMILES ACDLabs 10.04 "Clc4ccc(OCC(O)CN1c3ccccc3N(C1=[N@H])CCN2CCCCC2)c(Cl)c4" 768 SMILES_CANONICAL CACTVS 3.341 "O[C@@H](COc1ccc(Cl)cc1Cl)CN2C(=N)N(CCN3CCCCC3)c4ccccc24" 768 SMILES CACTVS 3.341 "O[CH](COc1ccc(Cl)cc1Cl)CN2C(=N)N(CCN3CCCCC3)c4ccccc24" 768 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C/1\N(c2ccccc2N1C[C@H](COc3ccc(cc3Cl)Cl)O)CCN4CCCCC4" 768 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C1N(c2ccccc2N1CC(COc3ccc(cc3Cl)Cl)O)CCN4CCCCC4" 768 InChI InChI 1.03 "InChI=1S/C23H28Cl2N4O2/c24-17-8-9-22(19(25)14-17)31-16-18(30)15-29-21-7-3-2-6-20(21)28(23(29)26)13-12-27-10-4-1-5-11-27/h2-3,6-9,14,18,26,30H,1,4-5,10-13,15-16H2/b26-23+/t18-/m1/s1" 768 InChIKey InChI 1.03 QMRFKZWWZBZQKJ-MVXIZWJUSA-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 768 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-1-(2,4-dichlorophenoxy)-3-[(2E)-2-imino-3-(2-piperidin-1-ylethyl)-2,3-dihydro-1H-benzimidazol-1-yl]propan-2-ol" 768 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-1-(2,4-dichlorophenoxy)-3-[2-imino-3-(2-piperidin-1-ylethyl)benzimidazol-1-yl]propan-2-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 768 "Create component" 2009-06-02 PDBJ 768 "Modify aromatic_flag" 2011-06-04 RCSB 768 "Modify descriptor" 2011-06-04 RCSB 768 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 768 _pdbx_chem_comp_synonyms.name "1-(2,4-dichlorophenoxy)-3-{2-imino-3-[2-(1-piperidinyl)ethyl]-2,3-dihydro-1H-benzimidazol-1-yl}-2-propanol" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##