data_DQ9 # _chem_comp.id DQ9 _chem_comp.name "2-[3-[3-[2,6-bis(azanyl)-5-(3-chlorophenyl)pyrimidin-4-yl]propoxy]phenoxy]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 Cl N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-08-21 _chem_comp.pdbx_modified_date 2019-11-29 _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 428.869 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DQ9 _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 6KP7 _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 DQ9 C4 C1 C 0 1 Y N N 28.885 -6.235 57.460 3.321 1.662 0.306 C4 DQ9 1 DQ9 C5 C2 C 0 1 Y N N 28.343 -5.353 58.453 4.182 0.608 0.010 C5 DQ9 2 DQ9 C6 C3 C 0 1 Y N N 27.505 -4.289 57.989 5.357 0.890 -0.712 C6 DQ9 3 DQ9 N1 N1 N 0 1 Y N N 27.201 -4.125 56.648 5.598 2.143 -1.081 N1 DQ9 4 DQ9 N3 N2 N 0 1 Y N N 28.519 -5.994 56.140 3.632 2.882 -0.103 N3 DQ9 5 DQ9 OBC O1 O 0 1 N N N 38.821 -5.978 57.035 -8.188 -0.269 -2.184 OBC DQ9 6 DQ9 CBB C4 C 0 1 N N N 38.315 -5.152 57.840 -8.493 -0.233 -1.015 CBB DQ9 7 DQ9 OBD O2 O 0 1 N N N 37.851 -4.033 57.497 -9.776 -0.389 -0.652 OBD DQ9 8 DQ9 CBA C5 C 0 1 N N N 38.312 -5.536 59.325 -7.434 -0.012 0.034 CBA DQ9 9 DQ9 OAZ O3 O 0 1 N N N 37.477 -4.571 60.032 -6.160 0.126 -0.598 OAZ DQ9 10 DQ9 CAX C6 C 0 1 Y N N 36.094 -4.761 60.083 -5.089 0.332 0.213 CAX DQ9 11 DQ9 CAY C7 C 0 1 Y N N 35.286 -5.359 59.089 -3.823 0.479 -0.334 CAY DQ9 12 DQ9 CAW C8 C 0 1 Y N N 35.462 -4.275 61.184 -5.261 0.400 1.588 CAW DQ9 13 DQ9 CAV C9 C 0 1 Y N N 34.104 -4.369 61.354 -4.173 0.610 2.412 CAV DQ9 14 DQ9 CAU C10 C 0 1 Y N N 33.318 -4.961 60.387 -2.910 0.752 1.871 CAU DQ9 15 DQ9 CAT C11 C 0 1 Y N N 33.909 -5.497 59.255 -2.732 0.690 0.495 CAT DQ9 16 DQ9 OAS O4 O 0 1 N N N 33.112 -6.088 58.266 -1.491 0.834 -0.038 OAS DQ9 17 DQ9 CAR C12 C 0 1 N N N 31.784 -6.433 58.629 -0.413 1.048 0.877 CAR DQ9 18 DQ9 CAQ C13 C 0 1 N N N 31.182 -6.955 57.345 0.896 1.187 0.098 CAQ DQ9 19 DQ9 CAJ C14 C 0 1 N N N 29.777 -7.410 57.716 2.050 1.416 1.077 CAJ DQ9 20 DQ9 C2 C15 C 0 1 Y N N 27.736 -4.983 55.716 4.749 3.114 -0.776 C2 DQ9 21 DQ9 NAH N3 N 0 1 N N N 27.458 -4.816 54.419 5.032 4.405 -1.183 NAH DQ9 22 DQ9 NAG N4 N 0 1 N N N 26.950 -3.419 58.898 6.246 -0.120 -1.032 NAG DQ9 23 DQ9 CAI C16 C 0 1 Y N N 28.640 -5.497 59.827 3.870 -0.775 0.444 CAI DQ9 24 DQ9 CAO C17 C 0 1 Y N N 29.420 -4.525 60.476 3.547 -1.748 -0.500 CAO DQ9 25 DQ9 CAN C18 C 0 1 Y N N 29.766 -4.656 61.839 3.257 -3.035 -0.089 CAN DQ9 26 DQ9 CL CL1 CL 0 0 N N N 30.709 -3.350 62.530 2.856 -4.249 -1.263 CL DQ9 27 DQ9 CAM C19 C 0 1 Y N N 29.335 -5.729 62.585 3.287 -3.358 1.256 CAM DQ9 28 DQ9 CAL C20 C 0 1 Y N N 28.620 -6.726 61.963 3.605 -2.394 2.197 CAL DQ9 29 DQ9 CAK C21 C 0 1 Y N N 28.283 -6.594 60.587 3.903 -1.107 1.797 CAK DQ9 30 DQ9 H1 H1 H 0 1 N N N 37.946 -3.925 56.558 -10.419 -0.528 -1.360 H1 DQ9 31 DQ9 H2 H2 H 0 1 N N N 37.901 -6.549 59.449 -7.661 0.895 0.594 H2 DQ9 32 DQ9 H3 H3 H 0 1 N N N 39.338 -5.505 59.722 -7.413 -0.864 0.713 H3 DQ9 33 DQ9 H4 H4 H 0 1 N N N 35.746 -5.717 58.180 -3.687 0.431 -1.404 H4 DQ9 34 DQ9 H5 H5 H 0 1 N N N 36.051 -3.797 61.953 -6.248 0.290 2.014 H5 DQ9 35 DQ9 H6 H6 H 0 1 N N N 33.647 -3.977 62.251 -4.309 0.664 3.483 H6 DQ9 36 DQ9 H7 H7 H 0 1 N N N 32.246 -5.006 60.512 -2.060 0.916 2.517 H7 DQ9 37 DQ9 H8 H8 H 0 1 N N N 31.235 -5.551 58.989 -0.595 1.959 1.446 H8 DQ9 38 DQ9 H9 H9 H 0 1 N N N 31.780 -7.210 59.408 -0.342 0.201 1.559 H9 DQ9 39 DQ9 H10 H10 H 0 1 N N N 31.771 -7.800 56.959 1.079 0.275 -0.472 H10 DQ9 40 DQ9 H11 H11 H 0 1 N N N 31.142 -6.159 56.587 0.825 2.034 -0.584 H11 DQ9 41 DQ9 H12 H12 H 0 1 N N N 29.474 -8.264 57.092 2.172 0.535 1.707 H12 DQ9 42 DQ9 H13 H13 H 0 1 N N N 29.736 -7.698 58.777 1.830 2.281 1.701 H13 DQ9 43 DQ9 H14 H14 H 0 1 N N N 27.911 -5.531 53.886 4.417 5.125 -0.974 H14 DQ9 44 DQ9 H15 H15 H 0 1 N N N 26.469 -4.872 54.280 5.846 4.591 -1.677 H15 DQ9 45 DQ9 H16 H16 H 0 1 N N N 26.374 -2.758 58.418 6.062 -1.033 -0.759 H16 DQ9 46 DQ9 H17 H17 H 0 1 N N N 26.395 -3.931 59.553 7.053 0.083 -1.530 H17 DQ9 47 DQ9 H18 H18 H 0 1 N N N 29.761 -3.662 59.923 3.524 -1.497 -1.550 H18 DQ9 48 DQ9 H19 H19 H 0 1 N N N 29.554 -5.787 63.641 3.059 -4.365 1.573 H19 DQ9 49 DQ9 H20 H20 H 0 1 N N N 28.316 -7.603 62.515 3.626 -2.651 3.246 H20 DQ9 50 DQ9 H21 H21 H 0 1 N N N 27.723 -7.388 60.115 4.156 -0.358 2.533 H21 DQ9 51 # # 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 DQ9 NAH C2 SING N N 1 DQ9 C2 N3 DOUB Y N 2 DQ9 C2 N1 SING Y N 3 DQ9 N3 C4 SING Y N 4 DQ9 N1 C6 DOUB Y N 5 DQ9 OBC CBB DOUB N N 6 DQ9 CAQ CAJ SING N N 7 DQ9 CAQ CAR SING N N 8 DQ9 C4 CAJ SING N N 9 DQ9 C4 C5 DOUB Y N 10 DQ9 OBD CBB SING N N 11 DQ9 CBB CBA SING N N 12 DQ9 C6 C5 SING Y N 13 DQ9 C6 NAG SING N N 14 DQ9 OAS CAR SING N N 15 DQ9 OAS CAT SING N N 16 DQ9 C5 CAI SING N N 17 DQ9 CAY CAT DOUB Y N 18 DQ9 CAY CAX SING Y N 19 DQ9 CAT CAU SING Y N 20 DQ9 CBA OAZ SING N N 21 DQ9 CAI CAO DOUB Y N 22 DQ9 CAI CAK SING Y N 23 DQ9 OAZ CAX SING N N 24 DQ9 CAX CAW DOUB Y N 25 DQ9 CAU CAV DOUB Y N 26 DQ9 CAO CAN SING Y N 27 DQ9 CAK CAL DOUB Y N 28 DQ9 CAW CAV SING Y N 29 DQ9 CAN CL SING N N 30 DQ9 CAN CAM DOUB Y N 31 DQ9 CAL CAM SING Y N 32 DQ9 OBD H1 SING N N 33 DQ9 CBA H2 SING N N 34 DQ9 CBA H3 SING N N 35 DQ9 CAY H4 SING N N 36 DQ9 CAW H5 SING N N 37 DQ9 CAV H6 SING N N 38 DQ9 CAU H7 SING N N 39 DQ9 CAR H8 SING N N 40 DQ9 CAR H9 SING N N 41 DQ9 CAQ H10 SING N N 42 DQ9 CAQ H11 SING N N 43 DQ9 CAJ H12 SING N N 44 DQ9 CAJ H13 SING N N 45 DQ9 NAH H14 SING N N 46 DQ9 NAH H15 SING N N 47 DQ9 NAG H16 SING N N 48 DQ9 NAG H17 SING N N 49 DQ9 CAO H18 SING N N 50 DQ9 CAM H19 SING N N 51 DQ9 CAL H20 SING N N 52 DQ9 CAK H21 SING N N 53 # # 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 DQ9 InChI InChI 1.03 "InChI=1S/C21H21ClN4O4/c22-14-5-1-4-13(10-14)19-17(25-21(24)26-20(19)23)8-3-9-29-15-6-2-7-16(11-15)30-12-18(27)28/h1-2,4-7,10-11H,3,8-9,12H2,(H,27,28)(H4,23,24,25,26)" DQ9 InChIKey InChI 1.03 ABYWMEUIIHLYOL-UHFFFAOYSA-N DQ9 SMILES_CANONICAL CACTVS 3.385 "Nc1nc(N)c(c(CCCOc2cccc(OCC(O)=O)c2)n1)c3cccc(Cl)c3" DQ9 SMILES CACTVS 3.385 "Nc1nc(N)c(c(CCCOc2cccc(OCC(O)=O)c2)n1)c3cccc(Cl)c3" DQ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)c2c(nc(nc2N)N)CCCOc3cccc(c3)OCC(=O)O" DQ9 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)c2c(nc(nc2N)N)CCCOc3cccc(c3)OCC(=O)O" # _pdbx_chem_comp_identifier.comp_id DQ9 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-[3-[3-[2,6-bis(azanyl)-5-(3-chlorophenyl)pyrimidin-4-yl]propoxy]phenoxy]ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DQ9 "Create component" 2019-08-21 PDBJ DQ9 "Initial release" 2019-12-04 RCSB ##