data_3HK # _chem_comp.id 3HK _chem_comp.name "4-{7-methoxy-6-[3-(morpholin-4-yl)propoxy]-1,4-dihydroindeno[1,2-c]pyrazol-3-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-05 _chem_comp.pdbx_modified_date 2012-08-17 _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 430.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3HK _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 4FTO _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 3HK N4 N4 N 0 1 N N N 9.435 -5.393 13.288 8.641 4.681 -0.026 N4 3HK 1 3HK C21 C21 C 0 1 N N N 10.362 -5.048 12.713 7.965 3.767 -0.034 C21 3HK 2 3HK C18 C18 C 0 1 Y N N 11.512 -4.640 12.000 7.114 2.616 -0.044 C18 3HK 3 3HK C17 C17 C 0 1 Y N N 11.498 -3.461 11.227 7.512 1.446 0.609 C17 3HK 4 3HK C16 C16 C 0 1 Y N N 12.652 -3.088 10.515 6.690 0.342 0.603 C16 3HK 5 3HK C19 C19 C 0 1 Y N N 12.649 -5.442 12.074 5.882 2.662 -0.703 C19 3HK 6 3HK C20 C20 C 0 1 Y N N 13.796 -5.072 11.371 5.065 1.555 -0.711 C20 3HK 7 3HK C15 C15 C 0 1 Y N N 13.816 -3.888 10.585 5.461 0.389 -0.055 C15 3HK 8 3HK C14 C14 C 0 1 Y N N 15.049 -3.521 9.859 4.577 -0.802 -0.061 C14 3HK 9 3HK C12 C12 C 0 1 Y N N 16.328 -4.134 9.860 3.173 -0.785 -0.021 C12 3HK 10 3HK C11 C11 C 0 1 N N N 17.144 -5.236 10.432 1.963 0.116 0.036 C11 3HK 11 3HK N3 N3 N 0 1 Y N N 15.121 -2.402 9.035 4.973 -2.057 -0.111 N3 3HK 12 3HK N2 N2 N 0 1 Y N N 16.380 -2.324 8.550 3.839 -2.878 -0.104 N2 3HK 13 3HK C13 C13 C 0 1 Y N N 17.147 -3.327 9.024 2.735 -2.075 -0.043 C13 3HK 14 3HK C22 C22 C 0 1 Y N N 18.489 -3.795 9.004 1.257 -2.109 0.001 C22 3HK 15 3HK C10 C10 C 0 1 Y N N 18.519 -4.919 9.876 0.767 -0.804 0.044 C10 3HK 16 3HK C9 C9 C 0 1 Y N N 19.694 -5.608 10.091 -0.589 -0.568 0.090 C9 3HK 17 3HK C23 C23 C 0 1 Y N N 19.608 -3.350 8.319 0.358 -3.180 -0.008 C23 3HK 18 3HK C24 C24 C 0 1 Y N N 20.833 -4.067 8.516 -1.002 -2.939 0.041 C24 3HK 19 3HK O3 O3 O 0 1 N N N 22.025 -3.744 7.869 -1.876 -3.981 0.033 O3 3HK 20 3HK C25 C25 C 0 1 N N N 22.133 -2.502 7.180 -1.319 -5.295 -0.028 C25 3HK 21 3HK C8 C8 C 0 1 Y N N 20.858 -5.176 9.395 -1.480 -1.631 0.094 C8 3HK 22 3HK O2 O2 O 0 1 N N N 22.074 -5.819 9.602 -2.819 -1.398 0.142 O2 3HK 23 3HK C7 C7 C 0 1 N N N 22.158 -7.225 9.344 -3.237 -0.032 0.195 C7 3HK 24 3HK C6 C6 C 0 1 N N N 23.150 -7.775 10.393 -4.765 0.031 0.244 C6 3HK 25 3HK C5 C5 C 0 1 N N N 24.577 -7.892 9.825 -5.214 1.492 0.300 C5 3HK 26 3HK N1 N1 N 0 1 N N N 25.631 -8.058 10.953 -6.681 1.553 0.348 N1 3HK 27 3HK C2 C2 C 0 1 N N N 27.060 -7.957 10.375 -7.269 1.061 -0.906 C2 3HK 28 3HK C1 C1 C 0 1 N N N 28.105 -8.107 11.503 -8.796 1.086 -0.791 C1 3HK 29 3HK C3 C3 C 0 1 N N N 25.412 -9.391 11.733 -7.142 2.918 0.640 C3 3HK 30 3HK C4 C4 C 0 1 N N N 26.764 -10.006 12.180 -8.670 2.924 0.740 C4 3HK 31 3HK O1 O1 O 0 1 N N N 27.713 -9.016 12.519 -9.224 2.414 -0.476 O1 3HK 32 3HK H21 H21 H 0 1 N N N 10.609 -2.850 11.182 8.464 1.408 1.118 H21 3HK 33 3HK H20 H20 H 0 1 N N N 12.649 -2.190 9.915 6.997 -0.562 1.108 H20 3HK 34 3HK H22 H22 H 0 1 N N N 12.643 -6.342 12.670 5.572 3.567 -1.204 H22 3HK 35 3HK H23 H23 H 0 1 N N N 14.679 -5.692 11.425 4.113 1.590 -1.220 H23 3HK 36 3HK H18 H18 H 0 1 N N N 17.140 -5.209 11.532 1.984 0.715 0.945 H18 3HK 37 3HK H19 H19 H 0 1 N N N 16.789 -6.219 10.088 1.935 0.763 -0.841 H19 3HK 38 3HK H2 H2 H 0 1 N N N 16.701 -1.615 7.922 3.838 -3.848 -0.132 H2 3HK 39 3HK H17 H17 H 0 1 N N N 19.730 -6.450 10.767 -0.960 0.446 0.124 H17 3HK 40 3HK H24 H24 H 0 1 N N N 19.559 -2.495 7.661 0.726 -4.194 -0.049 H24 3HK 41 3HK H25 H25 H 0 1 N N N 23.134 -2.416 6.733 -0.677 -5.458 0.838 H25 3HK 42 3HK H27 H27 H 0 1 N N N 21.372 -2.455 6.387 -2.122 -6.031 -0.029 H27 3HK 43 3HK H26 H26 H 0 1 N N N 21.976 -1.675 7.888 -0.731 -5.398 -0.941 H26 3HK 44 3HK H15 H15 H 0 1 N N N 21.172 -7.698 9.462 -2.825 0.440 1.086 H15 3HK 45 3HK H16 H16 H 0 1 N N N 22.533 -7.408 8.326 -2.881 0.491 -0.692 H16 3HK 46 3HK H13 H13 H 0 1 N N N 23.166 -7.096 11.258 -5.177 -0.442 -0.647 H13 3HK 47 3HK H14 H14 H 0 1 N N N 22.812 -8.771 10.715 -5.122 -0.493 1.131 H14 3HK 48 3HK H12 H12 H 0 1 N N N 24.626 -8.767 9.160 -4.801 1.965 1.192 H12 3HK 49 3HK H11 H11 H 0 1 N N N 24.808 -6.982 9.252 -4.857 2.016 -0.586 H11 3HK 50 3HK H6 H6 H 0 1 N N N 27.209 -8.756 9.633 -6.956 1.702 -1.731 H6 3HK 51 3HK H5 H5 H 0 1 N N N 27.187 -6.978 9.890 -6.934 0.041 -1.090 H5 3HK 52 3HK H4 H4 H 0 1 N N N 29.047 -8.464 11.060 -9.237 0.776 -1.738 H4 3HK 53 3HK H3 H3 H 0 1 N N N 28.267 -7.120 11.962 -9.112 0.405 -0.001 H3 3HK 54 3HK H7 H7 H 0 1 N N N 24.797 -9.190 12.623 -6.714 3.252 1.586 H7 3HK 55 3HK H8 H8 H 0 1 N N N 24.890 -10.107 11.081 -6.827 3.588 -0.160 H8 3HK 56 3HK H10 H10 H 0 1 N N N 26.590 -10.645 13.058 -8.983 2.296 1.574 H10 3HK 57 3HK H9 H9 H 0 1 N N N 27.166 -10.615 11.357 -9.020 3.944 0.900 H9 3HK 58 # 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 3HK C25 O3 SING N N 1 3HK O3 C24 SING N N 2 3HK C23 C24 DOUB Y N 3 3HK C23 C22 SING Y N 4 3HK C24 C8 SING Y N 5 3HK N2 C13 SING Y N 6 3HK N2 N3 SING Y N 7 3HK C22 C13 SING N N 8 3HK C22 C10 DOUB Y N 9 3HK C13 C12 DOUB Y N 10 3HK N3 C14 DOUB Y N 11 3HK C7 O2 SING N N 12 3HK C7 C6 SING N N 13 3HK C8 O2 SING N N 14 3HK C8 C9 DOUB Y N 15 3HK C5 C6 SING N N 16 3HK C5 N1 SING N N 17 3HK C14 C12 SING Y N 18 3HK C14 C15 SING N N 19 3HK C12 C11 SING N N 20 3HK C10 C9 SING Y N 21 3HK C10 C11 SING N N 22 3HK C2 N1 SING N N 23 3HK C2 C1 SING N N 24 3HK C16 C15 DOUB Y N 25 3HK C16 C17 SING Y N 26 3HK C15 C20 SING Y N 27 3HK N1 C3 SING N N 28 3HK C17 C18 DOUB Y N 29 3HK C20 C19 DOUB Y N 30 3HK C1 O1 SING N N 31 3HK C3 C4 SING N N 32 3HK C18 C19 SING Y N 33 3HK C18 C21 SING N N 34 3HK C4 O1 SING N N 35 3HK C21 N4 TRIP N N 36 3HK C17 H21 SING N N 37 3HK C16 H20 SING N N 38 3HK C19 H22 SING N N 39 3HK C20 H23 SING N N 40 3HK C11 H18 SING N N 41 3HK C11 H19 SING N N 42 3HK N2 H2 SING N N 43 3HK C9 H17 SING N N 44 3HK C23 H24 SING N N 45 3HK C25 H25 SING N N 46 3HK C25 H27 SING N N 47 3HK C25 H26 SING N N 48 3HK C7 H15 SING N N 49 3HK C7 H16 SING N N 50 3HK C6 H13 SING N N 51 3HK C6 H14 SING N N 52 3HK C5 H12 SING N N 53 3HK C5 H11 SING N N 54 3HK C2 H6 SING N N 55 3HK C2 H5 SING N N 56 3HK C1 H4 SING N N 57 3HK C1 H3 SING N N 58 3HK C3 H7 SING N N 59 3HK C3 H8 SING N N 60 3HK C4 H10 SING N N 61 3HK C4 H9 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 3HK SMILES ACDLabs 12.01 "N#Cc1ccc(cc1)c2nnc5c2Cc4cc(OCCCN3CCOCC3)c(OC)cc45" 3HK InChI InChI 1.03 "InChI=1S/C25H26N4O3/c1-30-22-15-20-19(14-23(22)32-10-2-7-29-8-11-31-12-9-29)13-21-24(27-28-25(20)21)18-5-3-17(16-26)4-6-18/h3-6,14-15H,2,7-13H2,1H3,(H,27,28)" 3HK InChIKey InChI 1.03 VSCASMLRSQQEQP-UHFFFAOYSA-N 3HK SMILES_CANONICAL CACTVS 3.370 "COc1cc2c(Cc3c2[nH]nc3c4ccc(cc4)C#N)cc1OCCCN5CCOCC5" 3HK SMILES CACTVS 3.370 "COc1cc2c(Cc3c2[nH]nc3c4ccc(cc4)C#N)cc1OCCCN5CCOCC5" 3HK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc-2c(cc1OCCCN3CCOCC3)Cc4c2[nH]nc4c5ccc(cc5)C#N" 3HK SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc-2c(cc1OCCCN3CCOCC3)Cc4c2[nH]nc4c5ccc(cc5)C#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 3HK "SYSTEMATIC NAME" ACDLabs 12.01 "4-{7-methoxy-6-[3-(morpholin-4-yl)propoxy]-1,4-dihydroindeno[1,2-c]pyrazol-3-yl}benzonitrile" 3HK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[7-methoxy-6-(3-morpholin-4-ylpropoxy)-1,4-dihydroindeno[1,2-c]pyrazol-3-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3HK "Create component" 2012-07-05 RCSB #