data_I53 # _chem_comp.id I53 _chem_comp.name "2-[2-[[3-(1~{H}-benzimidazol-2-ylamino)propylamino]methyl]-4,6-bis(chloranyl)indol-1-yl]ethanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Cl2 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-23 _chem_comp.pdbx_modified_date 2017-04-07 _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 432.346 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I53 _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 5EEJ _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 I53 C1 C1 C 0 1 N N N -40.275 11.053 7.914 2.722 2.037 -1.174 C1 I53 1 I53 C2 C2 C 0 1 Y N N -42.236 12.622 7.472 2.497 -0.465 -1.057 C2 I53 2 I53 C3 C3 C 0 1 N N N -43.266 11.532 7.578 1.090 -0.537 -1.590 C3 I53 3 I53 C4 C4 C 0 1 N N N -44.029 11.725 9.967 -1.247 -0.399 -0.973 C4 I53 4 I53 C6 C5 C 0 1 N N N -44.923 12.106 12.312 -3.650 -0.251 -0.304 C6 I53 5 I53 C7 C6 C 0 1 Y N N -43.906 14.032 13.455 -5.931 -0.064 0.607 C7 I53 6 I53 C8 C7 C 0 1 Y N N -43.473 15.815 14.587 -8.078 0.023 0.982 C8 I53 7 I53 C9 C8 C 0 1 Y N N -42.899 16.906 15.235 -9.371 0.127 1.502 C9 I53 8 I53 C11 C9 C 0 1 Y N N -45.100 17.564 15.992 -10.278 -0.244 -0.688 C11 I53 9 I53 C12 C10 C 0 1 Y N N -45.682 16.481 15.350 -9.008 -0.349 -1.217 C12 I53 10 I53 C13 C11 C 0 1 Y N N -44.851 15.618 14.653 -7.903 -0.217 -0.391 C13 I53 11 I53 C14 C12 C 0 1 Y N N -42.403 13.951 7.224 3.239 -1.523 -0.693 C14 I53 12 I53 C15 C13 C 0 1 Y N N -41.109 14.572 7.223 4.531 -1.005 -0.239 C15 I53 13 I53 C16 C14 C 0 1 Y N N -40.594 15.860 7.040 5.697 -1.599 0.252 C16 I53 14 I53 C17 C15 C 0 1 Y N N -39.240 16.126 7.107 6.763 -0.817 0.600 C17 I53 15 I53 C18 C16 C 0 1 Y N N -38.373 15.085 7.363 6.695 0.565 0.470 C18 I53 16 I53 C20 C17 C 0 1 Y N N -40.185 13.551 7.481 4.458 0.393 -0.372 C20 I53 17 I53 CL1 CL1 CL 0 0 N N N -36.664 15.410 7.450 8.061 1.538 0.919 CL1 I53 18 I53 CL CL2 CL 0 0 N N N -41.672 17.179 6.716 5.792 -3.324 0.419 CL I53 19 I53 C19 C18 C 0 1 Y N N -38.818 13.793 7.554 5.555 1.171 -0.012 C19 I53 20 I53 N N1 N 0 1 Y N N -40.877 12.361 7.633 3.212 0.689 -0.877 N I53 21 I53 C C19 C 0 1 N N N -40.784 10.456 9.206 2.037 2.616 0.065 C I53 22 I53 O O1 O 0 1 N N N -40.491 11.300 10.306 1.560 3.931 -0.225 O I53 23 I53 N1 N2 N 0 1 N N N -44.326 11.815 8.536 0.138 -0.335 -0.489 N1 I53 24 I53 C5 C20 C 0 1 N N N -45.193 12.181 10.823 -2.207 -0.185 0.200 C5 I53 25 I53 N2 N3 N 0 1 N N N -43.791 12.934 12.704 -4.569 -0.047 0.819 N2 I53 26 I53 N4 N4 N 0 1 Y N N -45.098 14.471 13.920 -6.535 -0.268 -0.601 N4 I53 27 I53 N3 N5 N 0 1 Y N N -42.894 14.801 13.825 -6.839 0.106 1.535 N3 I53 28 I53 C10 C21 C 0 1 Y N N -43.725 17.774 15.935 -10.457 -0.007 0.667 C10 I53 29 I53 H1 H1 H 0 1 N N N -40.516 10.368 7.088 3.561 2.674 -1.457 H1 I53 30 I53 H2 H2 H 0 1 N N N -39.184 11.173 7.985 2.008 1.991 -1.996 H2 I53 31 I53 H3 H3 H 0 1 N N N -43.723 11.389 6.588 0.946 0.240 -2.341 H3 I53 32 I53 H4 H4 H 0 1 N N N -42.760 10.605 7.885 0.922 -1.515 -2.042 H4 I53 33 I53 H5 H5 H 0 1 N N N -43.795 10.679 10.215 -1.408 0.379 -1.720 H5 I53 34 I53 H6 H6 H 0 1 N N N -43.157 12.358 10.188 -1.432 -1.376 -1.420 H6 I53 35 I53 H7 H7 H 0 1 N N N -45.818 12.449 12.853 -3.810 0.526 -1.051 H7 I53 36 I53 H8 H8 H 0 1 N N N -44.709 11.061 12.582 -3.835 -1.228 -0.751 H8 I53 37 I53 H9 H9 H 0 1 N N N -41.833 17.073 15.194 -9.517 0.311 2.556 H9 I53 38 I53 H10 H10 H 0 1 N N N -45.722 18.254 16.543 -11.138 -0.347 -1.332 H10 I53 39 I53 H11 H11 H 0 1 N N N -46.748 16.315 15.392 -8.876 -0.534 -2.273 H11 I53 40 I53 H12 H12 H 0 1 N N N -43.346 14.451 7.057 2.939 -2.560 -0.729 H12 I53 41 I53 H13 H13 H 0 1 N N N -38.868 17.129 6.962 7.664 -1.276 0.979 H13 I53 42 I53 H14 H14 H 0 1 N N N -38.123 12.991 7.755 5.512 2.246 -0.109 H14 I53 43 I53 H15 H15 H 0 1 N N N -41.874 10.322 9.136 1.199 1.979 0.348 H15 I53 44 I53 H16 H16 H 0 1 N N N -40.304 9.479 9.364 2.752 2.662 0.887 H16 I53 45 I53 H17 H17 H 0 1 N N N -40.820 10.905 11.105 1.113 4.360 0.518 H17 I53 46 I53 H18 H18 H 0 1 N N N -44.640 12.748 8.359 0.294 -1.004 0.250 H18 I53 47 I53 H20 H20 H 0 1 N N N -45.426 13.225 10.565 -2.047 -0.963 0.947 H20 I53 48 I53 H21 H21 H 0 1 N N N -46.061 11.545 10.595 -2.022 0.792 0.647 H21 I53 49 I53 H22 H22 H 0 1 N N N -43.168 12.328 13.199 -4.219 0.101 1.711 H22 I53 50 I53 H23 H23 H 0 1 N N N -45.990 14.046 13.763 -6.088 -0.420 -1.449 H23 I53 51 I53 H25 H25 H 0 1 N N N -43.295 18.625 16.443 -11.456 0.073 1.070 H25 I53 52 # 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 I53 CL C16 SING N N 1 I53 C16 C17 DOUB Y N 2 I53 C16 C15 SING Y N 3 I53 C17 C18 SING Y N 4 I53 C15 C14 SING Y N 5 I53 C15 C20 DOUB Y N 6 I53 C14 C2 DOUB Y N 7 I53 C18 CL1 SING N N 8 I53 C18 C19 DOUB Y N 9 I53 C2 C3 SING N N 10 I53 C2 N SING Y N 11 I53 C20 C19 SING Y N 12 I53 C20 N SING Y N 13 I53 C3 N1 SING N N 14 I53 N C1 SING N N 15 I53 C1 C SING N N 16 I53 N1 C4 SING N N 17 I53 C O SING N N 18 I53 C4 C5 SING N N 19 I53 C5 C6 SING N N 20 I53 C6 N2 SING N N 21 I53 N2 C7 SING N N 22 I53 C7 N3 DOUB Y N 23 I53 C7 N4 SING Y N 24 I53 N3 C8 SING Y N 25 I53 N4 C13 SING Y N 26 I53 C8 C13 DOUB Y N 27 I53 C8 C9 SING Y N 28 I53 C13 C12 SING Y N 29 I53 C9 C10 DOUB Y N 30 I53 C12 C11 DOUB Y N 31 I53 C10 C11 SING Y N 32 I53 C1 H1 SING N N 33 I53 C1 H2 SING N N 34 I53 C3 H3 SING N N 35 I53 C3 H4 SING N N 36 I53 C4 H5 SING N N 37 I53 C4 H6 SING N N 38 I53 C6 H7 SING N N 39 I53 C6 H8 SING N N 40 I53 C9 H9 SING N N 41 I53 C11 H10 SING N N 42 I53 C12 H11 SING N N 43 I53 C14 H12 SING N N 44 I53 C17 H13 SING N N 45 I53 C19 H14 SING N N 46 I53 C H15 SING N N 47 I53 C H16 SING N N 48 I53 O H17 SING N N 49 I53 N1 H18 SING N N 50 I53 C5 H20 SING N N 51 I53 C5 H21 SING N N 52 I53 N2 H22 SING N N 53 I53 N4 H23 SING N N 54 I53 C10 H25 SING N N 55 # 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 I53 InChI InChI 1.03 "InChI=1S/C21H23Cl2N5O/c22-14-10-17(23)16-12-15(28(8-9-29)20(16)11-14)13-24-6-3-7-25-21-26-18-4-1-2-5-19(18)27-21/h1-2,4-5,10-12,24,29H,3,6-9,13H2,(H2,25,26,27)" I53 InChIKey InChI 1.03 JCEOIIIPEPYSSD-UHFFFAOYSA-N I53 SMILES_CANONICAL CACTVS 3.385 "OCCn1c(CNCCCNc2[nH]c3ccccc3n2)cc4c(Cl)cc(Cl)cc14" I53 SMILES CACTVS 3.385 "OCCn1c(CNCCCNc2[nH]c3ccccc3n2)cc4c(Cl)cc(Cl)cc14" I53 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)[nH]c(n2)NCCCNCc3cc4c(n3CCO)cc(cc4Cl)Cl" I53 SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)[nH]c(n2)NCCCNCc3cc4c(n3CCO)cc(cc4Cl)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 I53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[2-[[3-(1~{H}-benzimidazol-2-ylamino)propylamino]methyl]-4,6-bis(chloranyl)indol-1-yl]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I53 "Create component" 2015-10-23 RCSB I53 "Initial release" 2017-04-12 RCSB #