data_U06 # _chem_comp.id U06 _chem_comp.name "4-[3-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]prop-2-ynyl]-4-methoxy-phenyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3'-(3-(2,4-diamino-6-ethylpyrimidin-5-yl)prop-2-yn-1-yl)-4'-methoxy-[1,1'-biphenyl]-4-carboxylic acid; UCP1106" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-07 _chem_comp.pdbx_modified_date 2020-06-17 _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 402.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U06 _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 5HF0 _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 U06 C4 C1 C 0 1 Y N N 35.001 40.053 112.091 5.108 -0.885 -1.129 C4 U06 1 U06 C5 C2 C 0 1 Y N N 34.605 39.183 113.098 3.962 -0.566 -0.373 C5 U06 2 U06 C6 C3 C 0 1 Y N N 33.352 39.362 113.646 3.857 -1.090 0.916 C6 U06 3 U06 N1 N1 N 0 1 Y N N 32.549 40.332 113.208 4.828 -1.860 1.379 N1 U06 4 U06 N3 N2 N 0 1 Y N N 34.154 41.012 111.689 6.036 -1.666 -0.589 N3 U06 5 U06 CAA C4 C 0 1 N N N 32.334 37.293 113.926 1.575 -1.839 1.532 CAA U06 6 U06 CAB C5 C 0 1 N N N 32.930 38.504 114.638 2.654 -0.781 1.770 CAB U06 7 U06 C2 C6 C 0 1 Y N N 32.939 41.160 112.245 5.892 -2.139 0.640 C2 U06 8 U06 NAF N3 N 0 1 N N N 32.112 42.121 111.847 6.881 -2.949 1.167 NAF U06 9 U06 NAI N4 N 0 1 N N N 36.226 39.901 111.559 5.260 -0.397 -2.414 NAI U06 10 U06 CAK C7 C 0 1 N N N 35.435 38.078 113.633 2.934 0.272 -0.912 CAK U06 11 U06 CAL C8 C 0 1 N N N 36.104 37.097 114.150 2.092 0.960 -1.354 CAL U06 12 U06 CAM C9 C 0 1 N N N 36.847 35.990 114.745 1.035 1.821 -1.909 CAM U06 13 U06 CAN C10 C 0 1 Y N N 35.956 35.022 115.157 -0.061 1.992 -0.889 CAN U06 14 U06 CAU C11 C 0 1 Y N N 34.863 34.688 114.361 -1.166 1.168 -0.921 CAU U06 15 U06 CAO C12 C 0 1 Y N N 36.161 34.367 116.360 0.045 2.975 0.086 CAO U06 16 U06 OAP O1 O 0 1 N N N 37.253 34.750 117.076 1.138 3.782 0.118 OAP U06 17 U06 CAQ C13 C 0 1 N N N 37.255 34.078 118.344 1.183 4.773 1.147 CAQ U06 18 U06 CAR C14 C 0 1 Y N N 35.284 33.382 116.795 -0.963 3.136 1.028 CAR U06 19 U06 CAS C15 C 0 1 Y N N 34.189 33.050 116.008 -2.072 2.319 0.998 CAS U06 20 U06 CAT C16 C 0 1 Y N N 33.984 33.696 114.795 -2.180 1.326 0.024 CAT U06 21 U06 CAV C17 C 0 1 Y N N 32.885 33.328 114.033 -3.368 0.442 -0.008 CAV U06 22 U06 CAW C18 C 0 1 Y N N 32.108 32.267 114.474 -4.382 0.602 0.938 CAW U06 23 U06 CAX C19 C 0 1 Y N N 31.002 31.867 113.736 -5.487 -0.218 0.910 CAX U06 24 U06 CAY C20 C 0 1 Y N N 30.676 32.527 112.558 -5.593 -1.212 -0.068 CAY U06 25 U06 CBB C21 C 0 1 N N N 29.561 32.107 111.846 -6.778 -2.091 -0.099 CBB U06 26 U06 OBD O2 O 0 1 N N N 29.265 32.655 110.761 -7.660 -1.952 0.724 OBD U06 27 U06 OBC O3 O 0 1 N N N 28.846 31.188 112.306 -6.880 -3.049 -1.041 OBC U06 28 U06 CAZ C22 C 0 1 Y N N 31.454 33.594 112.109 -4.578 -1.371 -1.015 CAZ U06 29 U06 CBA C23 C 0 1 Y N N 32.568 33.991 112.847 -3.477 -0.546 -0.988 CBA U06 30 U06 H1 H1 H 0 1 N N N 31.977 36.567 114.672 1.286 -1.834 0.481 H1 U06 31 U06 H2 H2 H 0 1 N N N 31.492 37.616 113.296 1.965 -2.822 1.796 H2 U06 32 U06 H3 H3 H 0 1 N N N 33.103 36.823 113.296 0.705 -1.616 2.149 H3 U06 33 U06 H4 H4 H 0 1 N N N 33.780 38.198 115.265 2.943 -0.787 2.821 H4 U06 34 U06 H5 H5 H 0 1 N N N 32.169 38.991 115.265 2.264 0.202 1.506 H5 U06 35 U06 H6 H6 H 0 1 N N N 32.545 42.654 111.120 7.666 -3.163 0.638 H6 U06 36 U06 H7 H7 H 0 1 N N N 31.267 41.712 111.502 6.790 -3.304 2.065 H7 U06 37 U06 H8 H8 H 0 1 N N N 36.372 40.595 110.854 4.575 0.169 -2.803 H8 U06 38 U06 H9 H9 H 0 1 N N N 36.916 40.004 112.276 6.052 -0.622 -2.928 H9 U06 39 U06 H10 H10 H 0 1 N N N 37.535 35.565 114.000 1.455 2.796 -2.158 H10 U06 40 U06 H11 H11 H 0 1 N N N 37.422 36.354 115.609 0.626 1.362 -2.808 H11 U06 41 U06 H12 H12 H 0 1 N N N 34.698 35.191 113.420 -1.246 0.400 -1.676 H12 U06 42 U06 H13 H13 H 0 1 N N N 38.138 34.388 118.922 2.105 5.347 1.059 H13 U06 43 U06 H14 H14 H 0 1 N N N 36.342 34.340 118.899 0.328 5.441 1.046 H14 U06 44 U06 H15 H15 H 0 1 N N N 37.286 32.990 118.182 1.149 4.286 2.122 H15 U06 45 U06 H16 H16 H 0 1 N N N 35.452 32.879 117.736 -0.877 3.902 1.785 H16 U06 46 U06 H17 H17 H 0 1 N N N 33.497 32.290 116.339 -2.856 2.444 1.730 H17 U06 47 U06 H18 H18 H 0 1 N N N 32.363 31.753 115.389 -4.299 1.370 1.693 H18 U06 48 U06 H19 H19 H 0 1 N N N 30.395 31.042 114.078 -6.271 -0.094 1.642 H19 U06 49 U06 H20 H20 H 0 1 N N N 28.120 31.025 111.715 -7.674 -3.601 -1.022 H20 U06 50 U06 H21 H21 H 0 1 N N N 31.195 34.109 111.196 -4.659 -2.139 -1.770 H21 U06 51 U06 H22 H22 H 0 1 N N N 33.183 34.809 112.502 -2.692 -0.669 -1.719 H22 U06 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 U06 OBD CBB DOUB N N 1 U06 NAI C4 SING N N 2 U06 N3 C4 DOUB Y N 3 U06 N3 C2 SING Y N 4 U06 CBB OBC SING N N 5 U06 CBB CAY SING N N 6 U06 NAF C2 SING N N 7 U06 C4 C5 SING Y N 8 U06 CAZ CAY DOUB Y N 9 U06 CAZ CBA SING Y N 10 U06 C2 N1 DOUB Y N 11 U06 CAY CAX SING Y N 12 U06 CBA CAV DOUB Y N 13 U06 C5 CAK SING N N 14 U06 C5 C6 DOUB Y N 15 U06 N1 C6 SING Y N 16 U06 CAK CAL TRIP N N 17 U06 C6 CAB SING N N 18 U06 CAX CAW DOUB Y N 19 U06 CAA CAB SING N N 20 U06 CAV CAW SING Y N 21 U06 CAV CAT SING N N 22 U06 CAL CAM SING N N 23 U06 CAU CAT DOUB Y N 24 U06 CAU CAN SING Y N 25 U06 CAM CAN SING N N 26 U06 CAT CAS SING Y N 27 U06 CAN CAO DOUB Y N 28 U06 CAS CAR DOUB Y N 29 U06 CAO CAR SING Y N 30 U06 CAO OAP SING N N 31 U06 OAP CAQ SING N N 32 U06 CAA H1 SING N N 33 U06 CAA H2 SING N N 34 U06 CAA H3 SING N N 35 U06 CAB H4 SING N N 36 U06 CAB H5 SING N N 37 U06 NAF H6 SING N N 38 U06 NAF H7 SING N N 39 U06 NAI H8 SING N N 40 U06 NAI H9 SING N N 41 U06 CAM H10 SING N N 42 U06 CAM H11 SING N N 43 U06 CAU H12 SING N N 44 U06 CAQ H13 SING N N 45 U06 CAQ H14 SING N N 46 U06 CAQ H15 SING N N 47 U06 CAR H16 SING N N 48 U06 CAS H17 SING N N 49 U06 CAW H18 SING N N 50 U06 CAX H19 SING N N 51 U06 OBC H20 SING N N 52 U06 CAZ H21 SING N N 53 U06 CBA H22 SING N N 54 # # 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 U06 InChI InChI 1.03 "InChI=1S/C23H22N4O3/c1-3-19-18(21(24)27-23(25)26-19)6-4-5-17-13-16(11-12-20(17)30-2)14-7-9-15(10-8-14)22(28)29/h7-13H,3,5H2,1-2H3,(H,28,29)(H4,24,25,26,27)" U06 InChIKey InChI 1.03 KQGRJTMRAQWNLV-UHFFFAOYSA-N U06 SMILES_CANONICAL CACTVS 3.385 "CCc1nc(N)nc(N)c1C#CCc2cc(ccc2OC)c3ccc(cc3)C(O)=O" U06 SMILES CACTVS 3.385 "CCc1nc(N)nc(N)c1C#CCc2cc(ccc2OC)c3ccc(cc3)C(O)=O" U06 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCc1c(c(nc(n1)N)N)C#CCc2cc(ccc2OC)c3ccc(cc3)C(=O)O" U06 SMILES "OpenEye OEToolkits" 2.0.4 "CCc1c(c(nc(n1)N)N)C#CCc2cc(ccc2OC)c3ccc(cc3)C(=O)O" # _pdbx_chem_comp_identifier.comp_id U06 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "4-[3-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]prop-2-ynyl]-4-methoxy-phenyl]benzoic 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 U06 "Create component" 2016-01-07 RCSB U06 "Initial release" 2016-08-23 RCSB U06 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 U06 "3'-(3-(2,4-diamino-6-ethylpyrimidin-5-yl)prop-2-yn-1-yl)-4'-methoxy-[1,1'-biphenyl]-4-carboxylic acid" ? ? 2 U06 UCP1106 ? ? ##