data_3KQ # _chem_comp.id 3KQ _chem_comp.name "N-benzyl-2-{6-[(3,5-dichloropyridin-4-yl)acetyl]-2,3-dimethoxyphenoxy}acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 Cl2 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-05 _chem_comp.pdbx_modified_date 2015-02-12 _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 489.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3KQ _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 4WCU _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 3KQ C1 C1 C 0 1 Y N N 21.297 -2.596 -5.115 -2.636 -2.660 0.240 C1 3KQ 1 3KQ C2 C2 C 0 1 Y N N 21.664 -3.593 -4.086 -3.024 -3.236 -0.961 C2 3KQ 2 3KQ C3 C3 C 0 1 Y N N 21.478 -3.287 -2.742 -2.648 -4.538 -1.237 C3 3KQ 3 3KQ C5 C4 C 0 1 Y N N 20.606 -1.147 -3.238 -1.543 -4.715 0.777 C5 3KQ 4 3KQ C6 C5 C 0 1 Y N N 20.747 -1.317 -4.615 -1.881 -3.419 1.122 C6 3KQ 5 3KQ O25 O1 O 0 1 N N N 27.588 0.641 -7.399 2.025 0.512 -2.092 O25 3KQ 6 3KQ C24 C6 C 0 1 N N N 26.416 0.310 -7.341 2.242 0.741 -0.921 C24 3KQ 7 3KQ N26 N1 N 0 1 N N N 25.836 -0.146 -6.227 3.450 0.461 -0.393 N26 3KQ 8 3KQ C27 C7 C 0 1 N N N 26.295 0.247 -4.898 4.500 -0.119 -1.233 C27 3KQ 9 3KQ C28 C8 C 0 1 Y N N 25.155 0.713 -4.002 5.743 -0.334 -0.407 C28 3KQ 10 3KQ C33 C9 C 0 1 Y N N 25.370 0.840 -2.625 5.933 -1.531 0.257 C33 3KQ 11 3KQ C32 C10 C 0 1 Y N N 24.340 1.250 -1.778 7.073 -1.728 1.014 C32 3KQ 12 3KQ C31 C11 C 0 1 Y N N 23.087 1.549 -2.310 8.022 -0.728 1.107 C31 3KQ 13 3KQ C30 C12 C 0 1 Y N N 22.858 1.431 -3.683 7.831 0.470 0.443 C30 3KQ 14 3KQ C29 C13 C 0 1 Y N N 23.892 1.014 -4.526 6.694 0.664 -0.319 C29 3KQ 15 3KQ C23 C14 C 0 1 N N N 25.584 0.417 -8.599 1.162 1.339 -0.057 C23 3KQ 16 3KQ O22 O2 O 0 1 N N N 24.289 -0.170 -8.476 -0.016 1.542 -0.840 O22 3KQ 17 3KQ C17 C15 C 0 1 Y N N 23.868 -1.235 -9.241 -1.109 2.024 -0.195 C17 3KQ 18 3KQ C16 C16 C 0 1 Y N N 24.157 -1.343 -10.705 -1.259 3.389 0.001 C16 3KQ 19 3KQ O20 O3 O 0 1 N N N 24.879 -0.366 -11.356 -0.307 4.251 -0.450 O20 3KQ 20 3KQ C21 C17 C 0 1 N N N 24.254 0.833 -11.815 -0.496 4.801 -1.755 C21 3KQ 21 3KQ C15 C18 C 0 1 Y N N 23.640 -2.556 -11.420 -2.385 3.875 0.658 C15 3KQ 22 3KQ O18 O4 O 0 1 N N N 23.878 -2.723 -12.757 -2.532 5.212 0.848 O18 3KQ 23 3KQ C19 C19 C 0 1 N N N 23.417 -3.861 -13.499 -3.711 5.644 1.530 C19 3KQ 24 3KQ C14 C20 C 0 1 Y N N 22.920 -3.533 -10.712 -3.361 2.998 1.120 C14 3KQ 25 3KQ C13 C21 C 0 1 Y N N 22.649 -3.424 -9.347 -3.226 1.653 0.934 C13 3KQ 26 3KQ C12 C22 C 0 1 Y N N 23.083 -2.331 -8.599 -2.099 1.143 0.275 C12 3KQ 27 3KQ C10 C23 C 0 1 N N N 22.767 -2.244 -7.137 -1.957 -0.301 0.070 C10 3KQ 28 3KQ O11 O5 O 0 1 N N N 23.544 -1.636 -6.412 -0.983 -0.739 -0.505 O11 3KQ 29 3KQ C9 C24 C 0 1 N N N 21.485 -2.872 -6.596 -3.020 -1.242 0.575 C9 3KQ 30 3KQ CL7 CL1 CL 0 0 N N N 20.260 -0.029 -5.762 -1.367 -2.751 2.639 CL7 3KQ 31 3KQ N4 N2 N 0 1 Y N N 20.969 -2.100 -2.357 -1.931 -5.230 -0.374 N4 3KQ 32 3KQ CL8 CL2 CL 0 0 N N N 22.330 -5.170 -4.572 -3.971 -2.334 -2.104 CL8 3KQ 33 3KQ H1 H1 H 0 1 N N N 21.747 -4.016 -1.992 -2.947 -4.994 -2.170 H1 3KQ 34 3KQ H2 H2 H 0 1 N N N 20.192 -0.221 -2.866 -0.956 -5.313 1.458 H2 3KQ 35 3KQ H3 H3 H 0 1 N N N 25.063 -0.776 -6.306 3.624 0.645 0.544 H3 3KQ 36 3KQ H4 H4 H 0 1 N N N 26.786 -0.616 -4.425 4.160 -1.075 -1.632 H4 3KQ 37 3KQ H5 H5 H 0 1 N N N 27.019 1.068 -5.003 4.724 0.559 -2.056 H5 3KQ 38 3KQ H6 H6 H 0 1 N N N 26.344 0.618 -2.214 5.191 -2.313 0.184 H6 3KQ 39 3KQ H7 H7 H 0 1 N N N 24.513 1.335 -0.715 7.221 -2.664 1.533 H7 3KQ 40 3KQ H8 H8 H 0 1 N N N 22.290 1.873 -1.658 8.912 -0.881 1.699 H8 3KQ 41 3KQ H9 H9 H 0 1 N N N 21.885 1.661 -4.092 8.573 1.252 0.517 H9 3KQ 42 3KQ H10 H10 H 0 1 N N N 23.716 0.923 -5.588 6.548 1.598 -0.841 H10 3KQ 43 3KQ H11 H11 H 0 1 N N N 26.120 -0.090 -9.415 0.938 0.660 0.766 H11 3KQ 44 3KQ H12 H12 H 0 1 N N N 25.462 1.482 -8.846 1.502 2.294 0.342 H12 3KQ 45 3KQ H13 H13 H 0 1 N N N 25.003 1.474 -12.304 -1.470 5.288 -1.808 H13 3KQ 46 3KQ H14 H14 H 0 1 N N N 23.461 0.581 -12.535 0.287 5.533 -1.958 H14 3KQ 47 3KQ H15 H15 H 0 1 N N N 23.816 1.368 -10.960 -0.448 4.003 -2.496 H15 3KQ 48 3KQ H16 H16 H 0 1 N N N 23.732 -3.767 -14.549 -3.738 5.201 2.525 H16 3KQ 49 3KQ H17 H17 H 0 1 N N N 23.846 -4.778 -13.068 -3.704 6.731 1.615 H17 3KQ 50 3KQ H18 H18 H 0 1 N N N 22.319 -3.911 -13.448 -4.591 5.330 0.968 H18 3KQ 51 3KQ H19 H19 H 0 1 N N N 22.562 -4.402 -11.244 -4.232 3.385 1.629 H19 3KQ 52 3KQ H20 H20 H 0 1 N N N 22.088 -4.207 -8.858 -3.989 0.980 1.297 H20 3KQ 53 3KQ H21 H21 H 0 1 N N N 20.627 -2.458 -7.146 -3.972 -1.002 0.102 H21 3KQ 54 3KQ H22 H22 H 0 1 N N N 21.530 -3.960 -6.752 -3.115 -1.137 1.656 H22 3KQ 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 3KQ C19 O18 SING N N 1 3KQ O18 C15 SING N N 2 3KQ C21 O20 SING N N 3 3KQ C15 C14 DOUB Y N 4 3KQ C15 C16 SING Y N 5 3KQ O20 C16 SING N N 6 3KQ C14 C13 SING Y N 7 3KQ C16 C17 DOUB Y N 8 3KQ C13 C12 DOUB Y N 9 3KQ C17 C12 SING Y N 10 3KQ C17 O22 SING N N 11 3KQ C12 C10 SING N N 12 3KQ C23 O22 SING N N 13 3KQ C23 C24 SING N N 14 3KQ O25 C24 DOUB N N 15 3KQ C24 N26 SING N N 16 3KQ C10 C9 SING N N 17 3KQ C10 O11 DOUB N N 18 3KQ C9 C1 SING N N 19 3KQ N26 C27 SING N N 20 3KQ CL7 C6 SING N N 21 3KQ C1 C6 DOUB Y N 22 3KQ C1 C2 SING Y N 23 3KQ C27 C28 SING N N 24 3KQ C6 C5 SING Y N 25 3KQ CL8 C2 SING N N 26 3KQ C29 C28 DOUB Y N 27 3KQ C29 C30 SING Y N 28 3KQ C2 C3 DOUB Y N 29 3KQ C28 C33 SING Y N 30 3KQ C30 C31 DOUB Y N 31 3KQ C5 N4 DOUB Y N 32 3KQ C3 N4 SING Y N 33 3KQ C33 C32 DOUB Y N 34 3KQ C31 C32 SING Y N 35 3KQ C3 H1 SING N N 36 3KQ C5 H2 SING N N 37 3KQ N26 H3 SING N N 38 3KQ C27 H4 SING N N 39 3KQ C27 H5 SING N N 40 3KQ C33 H6 SING N N 41 3KQ C32 H7 SING N N 42 3KQ C31 H8 SING N N 43 3KQ C30 H9 SING N N 44 3KQ C29 H10 SING N N 45 3KQ C23 H11 SING N N 46 3KQ C23 H12 SING N N 47 3KQ C21 H13 SING N N 48 3KQ C21 H14 SING N N 49 3KQ C21 H15 SING N N 50 3KQ C19 H16 SING N N 51 3KQ C19 H17 SING N N 52 3KQ C19 H18 SING N N 53 3KQ C14 H19 SING N N 54 3KQ C13 H20 SING N N 55 3KQ C9 H21 SING N N 56 3KQ C9 H22 SING N N 57 # 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 3KQ SMILES ACDLabs 12.01 "Clc1c(c(Cl)cnc1)CC(=O)c3ccc(OC)c(OC)c3OCC(=O)NCc2ccccc2" 3KQ InChI InChI 1.03 "InChI=1S/C24H22Cl2N2O5/c1-31-21-9-8-16(20(29)10-17-18(25)12-27-13-19(17)26)23(24(21)32-2)33-14-22(30)28-11-15-6-4-3-5-7-15/h3-9,12-13H,10-11,14H2,1-2H3,(H,28,30)" 3KQ InChIKey InChI 1.03 QAWMQQLOQHCIJW-UHFFFAOYSA-N 3KQ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(C(=O)Cc2c(Cl)cncc2Cl)c(OCC(=O)NCc3ccccc3)c1OC" 3KQ SMILES CACTVS 3.385 "COc1ccc(C(=O)Cc2c(Cl)cncc2Cl)c(OCC(=O)NCc3ccccc3)c1OC" 3KQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1OC)OCC(=O)NCc2ccccc2)C(=O)Cc3c(cncc3Cl)Cl" 3KQ SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1OC)OCC(=O)NCc2ccccc2)C(=O)Cc3c(cncc3Cl)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 3KQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-benzyl-2-{6-[(3,5-dichloropyridin-4-yl)acetyl]-2,3-dimethoxyphenoxy}acetamide" 3KQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[6-[2-[3,5-bis(chloranyl)pyridin-4-yl]ethanoyl]-2,3-dimethoxy-phenoxy]-N-(phenylmethyl)ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3KQ "Create component" 2014-09-05 EBI 3KQ "Initial release" 2014-10-08 EBI 3KQ "Other modification" 2015-02-12 RCSB #