data_KHD # _chem_comp.id KHD _chem_comp.name "N-(3-{[2-amino-3-(4-phenoxyphenyl)pyridin-4-yl]oxy}phenyl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H23 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-05 _chem_comp.pdbx_modified_date 2019-02-01 _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 425.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KHD _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 6N9P _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 KHD N3 N1 N 0 1 Y N N 18.161 5.151 0.700 1.314 -4.246 0.393 N3 KHD 1 KHD C4 C1 C 0 1 Y N N 18.075 5.287 2.036 0.162 -3.697 0.041 C4 KHD 2 KHD C5 C2 C 0 1 Y N N 19.153 5.772 2.770 -0.014 -2.310 0.109 C5 KHD 3 KHD C6 C3 C 0 1 Y N N 20.316 6.137 2.098 1.051 -1.516 0.557 C6 KHD 4 KHD C8 C4 C 0 1 Y N N 18.959 5.895 4.249 -1.302 -1.692 -0.286 C8 KHD 5 KHD C10 C5 C 0 1 Y N N 18.509 4.861 6.393 -2.559 -0.264 -1.751 C10 KHD 6 KHD C13 C6 C 0 1 Y N N 18.958 7.150 4.869 -2.458 -1.958 0.447 C13 KHD 7 KHD C15 C7 C 0 1 Y N N 17.166 6.873 8.813 -5.366 1.056 -0.639 C15 KHD 8 KHD C17 C8 C 0 1 Y N N 14.963 7.790 8.434 -7.103 2.630 -0.138 C17 KHD 9 KHD C20 C9 C 0 1 Y N N 17.090 7.274 10.138 -4.600 1.573 0.396 C20 KHD 10 KHD C22 C10 C 0 1 Y N N 22.498 7.170 2.145 1.957 0.536 1.178 C22 KHD 11 KHD C24 C11 C 0 1 Y N N 24.561 6.996 0.889 2.896 1.772 3.008 C24 KHD 12 KHD C26 C12 C 0 1 Y N N 23.746 9.167 1.574 4.164 1.464 0.993 C26 KHD 13 KHD O31 O1 O 0 1 N N N 25.381 10.736 0.049 4.218 1.599 -1.664 O31 KHD 14 KHD C29 C13 C 0 1 N N N 24.671 11.261 0.889 5.286 1.677 -1.094 C29 KHD 15 KHD C30 C14 C 0 1 N N N 24.691 12.759 1.122 6.561 1.774 -1.892 C30 KHD 16 KHD C32 C15 C 0 1 N N N 23.866 13.502 0.102 6.230 1.753 -3.385 C32 KHD 17 KHD N28 N2 N 0 1 N N N 23.851 10.565 1.658 5.332 1.677 0.253 N28 KHD 18 KHD C27 C16 C 0 1 Y N N 22.659 8.555 2.188 3.113 0.745 0.441 C27 KHD 19 KHD C23 C17 C 0 1 Y N N 23.458 6.382 1.504 1.851 1.051 2.462 C23 KHD 20 KHD C25 C18 C 0 1 Y N N 24.709 8.386 0.929 4.050 1.982 2.277 C25 KHD 21 KHD O21 O2 O 0 1 N N N 21.400 6.626 2.769 0.926 -0.168 0.640 O21 KHD 22 KHD N7 N3 N 0 1 N N N 16.913 4.937 2.647 -0.879 -4.503 -0.401 N7 KHD 23 KHD C2 C19 C 0 1 Y N N 19.273 5.495 0.035 2.332 -3.520 0.819 C2 KHD 24 KHD C1 C20 C 0 1 Y N N 20.378 5.993 0.715 2.239 -2.147 0.915 C1 KHD 25 KHD C9 C21 C 0 1 Y N N 18.722 4.756 5.018 -1.359 -0.838 -1.387 C9 KHD 26 KHD C11 C22 C 0 1 Y N N 18.517 6.115 7.006 -3.710 -0.536 -1.023 C11 KHD 27 KHD C12 C23 C 0 1 Y N N 18.743 7.260 6.242 -3.655 -1.381 0.077 C12 KHD 28 KHD O14 O3 O 0 1 N N N 18.296 6.225 8.354 -4.891 0.026 -1.388 O14 KHD 29 KHD C16 C24 C 0 1 Y N N 16.092 7.136 7.963 -6.620 1.587 -0.904 C16 KHD 30 KHD C18 C25 C 0 1 Y N N 14.894 8.188 9.764 -6.333 3.152 0.886 C18 KHD 31 KHD C19 C26 C 0 1 Y N N 15.960 7.931 10.614 -5.085 2.620 1.156 C19 KHD 32 KHD H1 H1 H 0 1 N N N 18.338 3.972 6.983 -2.605 0.394 -2.606 H1 KHD 33 KHD H2 H2 H 0 1 N N N 19.125 8.039 4.279 -2.416 -2.616 1.302 H2 KHD 34 KHD H3 H3 H 0 1 N N N 14.137 7.990 7.767 -8.077 3.048 -0.346 H3 KHD 35 KHD H4 H4 H 0 1 N N N 17.915 7.075 10.806 -3.626 1.158 0.607 H4 KHD 36 KHD H5 H5 H 0 1 N N N 25.299 6.392 0.382 2.810 2.176 4.006 H5 KHD 37 KHD H6 H6 H 0 1 N N N 25.731 13.113 1.064 7.073 2.704 -1.646 H6 KHD 38 KHD H7 H7 H 0 1 N N N 24.288 12.968 2.124 7.205 0.928 -1.651 H7 KHD 39 KHD H8 H8 H 0 1 N N N 23.910 14.581 0.310 5.586 2.599 -3.627 H8 KHD 40 KHD H9 H9 H 0 1 N N N 24.264 13.306 -0.905 7.152 1.823 -3.963 H9 KHD 41 KHD H10 H10 H 0 1 N N N 22.822 13.160 0.156 5.717 0.824 -3.632 H10 KHD 42 KHD H11 H11 H 0 1 N N N 23.285 11.052 2.324 6.175 1.824 0.709 H11 KHD 43 KHD H12 H12 H 0 1 N N N 21.929 9.160 2.705 3.196 0.348 -0.560 H12 KHD 44 KHD H13 H13 H 0 1 N N N 23.352 5.307 1.482 0.951 0.889 3.036 H13 KHD 45 KHD H14 H14 H 0 1 N N N 25.564 8.854 0.463 4.865 2.546 2.706 H14 KHD 46 KHD H15 H15 H 0 1 N N N 16.261 4.612 1.962 -0.761 -5.464 -0.450 H15 KHD 47 KHD H16 H16 H 0 1 N N N 17.091 4.210 3.310 -1.724 -4.104 -0.660 H16 KHD 48 KHD H17 H17 H 0 1 N N N 19.310 5.384 -1.039 3.253 -4.010 1.096 H17 KHD 49 KHD H18 H18 H 0 1 N N N 21.274 6.265 0.177 3.080 -1.567 1.265 H18 KHD 50 KHD H19 H19 H 0 1 N N N 18.703 3.785 4.546 -0.464 -0.626 -1.953 H19 KHD 51 KHD H20 H20 H 0 1 N N N 18.751 8.231 6.714 -4.551 -1.587 0.644 H20 KHD 52 KHD H21 H21 H 0 1 N N N 16.140 6.828 6.929 -7.218 1.186 -1.709 H21 KHD 53 KHD H22 H22 H 0 1 N N N 14.015 8.695 10.134 -6.706 3.976 1.475 H22 KHD 54 KHD H23 H23 H 0 1 N N N 15.912 8.242 11.647 -4.490 3.023 1.961 H23 KHD 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 KHD C2 N3 DOUB Y N 1 KHD C2 C1 SING Y N 2 KHD O31 C29 DOUB N N 3 KHD C32 C30 SING N N 4 KHD N3 C4 SING Y N 5 KHD C1 C6 DOUB Y N 6 KHD C29 C30 SING N N 7 KHD C29 N28 SING N N 8 KHD C24 C25 DOUB Y N 9 KHD C24 C23 SING Y N 10 KHD C25 C26 SING Y N 11 KHD C23 C22 DOUB Y N 12 KHD C26 N28 SING N N 13 KHD C26 C27 DOUB Y N 14 KHD C4 N7 SING N N 15 KHD C4 C5 DOUB Y N 16 KHD C6 O21 SING N N 17 KHD C6 C5 SING Y N 18 KHD C22 C27 SING Y N 19 KHD C22 O21 SING N N 20 KHD C5 C8 SING N N 21 KHD C8 C13 DOUB Y N 22 KHD C8 C9 SING Y N 23 KHD C13 C12 SING Y N 24 KHD C9 C10 DOUB Y N 25 KHD C12 C11 DOUB Y N 26 KHD C10 C11 SING Y N 27 KHD C11 O14 SING N N 28 KHD C16 C17 DOUB Y N 29 KHD C16 C15 SING Y N 30 KHD O14 C15 SING N N 31 KHD C17 C18 SING Y N 32 KHD C15 C20 DOUB Y N 33 KHD C18 C19 DOUB Y N 34 KHD C20 C19 SING Y N 35 KHD C10 H1 SING N N 36 KHD C13 H2 SING N N 37 KHD C17 H3 SING N N 38 KHD C20 H4 SING N N 39 KHD C24 H5 SING N N 40 KHD C30 H6 SING N N 41 KHD C30 H7 SING N N 42 KHD C32 H8 SING N N 43 KHD C32 H9 SING N N 44 KHD C32 H10 SING N N 45 KHD N28 H11 SING N N 46 KHD C27 H12 SING N N 47 KHD C23 H13 SING N N 48 KHD C25 H14 SING N N 49 KHD N7 H15 SING N N 50 KHD N7 H16 SING N N 51 KHD C2 H17 SING N N 52 KHD C1 H18 SING N N 53 KHD C9 H19 SING N N 54 KHD C12 H20 SING N N 55 KHD C16 H21 SING N N 56 KHD C18 H22 SING N N 57 KHD C19 H23 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 KHD SMILES ACDLabs 12.01 "n4c(N)c(c1ccc(cc1)Oc2ccccc2)c(Oc3cc(NC(=O)CC)ccc3)cc4" KHD InChI InChI 1.03 "InChI=1S/C26H23N3O3/c1-2-24(30)29-19-7-6-10-22(17-19)32-23-15-16-28-26(27)25(23)18-11-13-21(14-12-18)31-20-8-4-3-5-9-20/h3-17H,2H2,1H3,(H2,27,28)(H,29,30)" KHD InChIKey InChI 1.03 RTLWGNQEQNXZRG-UHFFFAOYSA-N KHD SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1cccc(Oc2ccnc(N)c2c3ccc(Oc4ccccc4)cc3)c1" KHD SMILES CACTVS 3.385 "CCC(=O)Nc1cccc(Oc2ccnc(N)c2c3ccc(Oc4ccccc4)cc3)c1" KHD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1)Oc2ccnc(c2c3ccc(cc3)Oc4ccccc4)N" KHD SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1)Oc2ccnc(c2c3ccc(cc3)Oc4ccccc4)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 KHD "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{[2-amino-3-(4-phenoxyphenyl)pyridin-4-yl]oxy}phenyl)propanamide" KHD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[2-azanyl-3-(4-phenoxyphenyl)pyridin-4-yl]oxyphenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KHD "Create component" 2018-12-05 RCSB KHD "Initial release" 2019-02-06 RCSB #