data_925 # _chem_comp.id 925 _chem_comp.name "3-[7-[(3-hydroxyphenyl)amino]pyrazolo[1,5-a]pyrimidin-2-yl]-N-(1-hydroxy-2,2,6,6-tetramethyl-piperidin-4-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H32 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-3-(7-(3-hydroxyphenylamino)pyrazolo[1,5-a]pyrimidin-2-yl)benzamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-20 _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 500.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 925 _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 3KXZ _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 925 C1 C1 C 0 1 N N N -13.528 3.209 -7.363 7.793 -0.598 1.567 C1 925 1 925 N1 N1 N 0 1 N N N -13.262 1.840 -9.403 6.898 0.398 -0.454 N1 925 2 925 O1 O1 O 0 1 N N N -14.406 2.442 -9.991 7.974 1.384 -0.560 O1 925 3 925 C2 C2 C 0 1 N N N -13.362 1.776 -7.940 6.570 0.092 0.922 C2 925 4 925 N2 N2 N 0 1 N N N -10.310 -0.510 -7.800 3.093 -1.311 0.329 N2 925 5 925 O2 O2 O 0 1 N N N -11.159 -1.651 -6.092 1.620 0.269 -0.188 O2 925 6 925 C3 C3 C 0 1 N N N -12.017 1.179 -7.511 5.383 -0.859 1.054 C3 925 7 925 N3 N3 N 0 1 Y N N -3.550 1.999 -8.565 -6.613 -2.067 -0.232 N3 925 8 925 O3 O3 O 0 1 N N N 2.327 -2.912 -5.289 -3.332 2.310 2.982 O3 925 9 925 C4 C4 C 0 1 N N N -11.637 -0.120 -8.212 4.213 -0.370 0.200 C4 925 10 925 N4 N4 N 0 1 Y N N -3.437 0.358 -6.877 -4.805 -0.605 -0.609 N4 925 11 925 C5 C5 C 0 1 N N N -11.716 0.048 -9.722 4.664 -0.321 -1.260 C5 925 12 925 N5 N5 N 0 1 Y N N -4.186 -0.499 -6.247 -3.410 -0.649 -0.511 N5 925 13 925 C6 C6 C 0 1 N N N -13.093 0.598 -10.113 5.845 0.633 -1.421 C6 925 14 925 N6 N6 N 0 1 N N N -1.602 -0.204 -5.646 -5.201 1.622 -1.375 N6 925 15 925 C7 C7 C 0 1 N N N -14.169 -0.443 -9.800 5.346 2.081 -1.356 C7 925 16 925 C8 C8 C 0 1 N N N -13.168 0.862 -11.631 6.430 0.414 -2.834 C8 925 17 925 C9 C9 C 0 1 N N N -10.184 -1.306 -6.716 1.831 -0.890 0.113 C9 925 18 925 C10 C10 C 0 1 Y N N -8.821 -1.655 -6.286 0.704 -1.838 0.244 C10 925 19 925 C11 C11 C 0 1 Y N N -8.613 -2.688 -5.384 0.945 -3.168 0.590 C11 925 20 925 C12 C12 C 0 1 Y N N -7.353 -3.013 -4.939 -0.108 -4.053 0.711 C12 925 21 925 C13 C13 C 0 1 Y N N -6.290 -2.264 -5.396 -1.404 -3.628 0.492 C13 925 22 925 C14 C14 C 0 1 Y N N -6.480 -1.218 -6.300 -1.657 -2.302 0.145 C14 925 23 925 C15 C15 C 0 1 Y N N -7.755 -0.924 -6.727 -0.603 -1.403 0.027 C15 925 24 925 C16 C16 C 0 1 Y N N -5.374 -0.399 -6.782 -3.051 -1.848 -0.090 C16 925 25 925 C17 C17 C 0 1 Y N N -5.381 0.587 -7.773 -4.202 -2.619 0.097 C17 925 26 925 C18 C18 C 0 1 Y N N -4.127 1.058 -7.817 -5.293 -1.829 -0.231 C18 925 27 925 C19 C19 C 0 1 Y N N -2.317 2.192 -8.320 -7.469 -1.136 -0.593 C19 925 28 925 C20 C20 C 0 1 Y N N -1.482 1.503 -7.338 -7.017 0.124 -0.985 C20 925 29 925 C21 C21 C 0 1 Y N N -2.109 0.585 -6.615 -5.674 0.384 -0.991 C21 925 30 925 C22 C22 C 0 1 Y N N -0.278 -0.361 -5.344 -4.426 2.379 -0.492 C22 925 31 925 C23 C23 C 0 1 Y N N 0.494 0.701 -4.926 -3.818 3.549 -0.928 C23 925 32 925 C24 C24 C 0 1 Y N N 1.836 0.529 -4.652 -3.052 4.297 -0.054 C24 925 33 925 C25 C25 C 0 1 Y N N 2.443 -0.700 -4.777 -2.889 3.884 1.254 C25 925 34 925 C26 C26 C 0 1 Y N N 1.693 -1.749 -5.186 -3.494 2.715 1.695 C26 925 35 925 C27 C27 C 0 1 Y N N 0.341 -1.596 -5.477 -4.268 1.965 0.824 C27 925 36 925 C28 C28 C 0 1 N N N -14.464 0.936 -7.284 6.295 1.370 1.724 C28 925 37 925 H1 H1 H 0 1 N N N -13.603 3.157 -6.267 8.651 0.072 1.527 H1 925 38 925 H1A H1A H 0 1 N N N -12.657 3.820 -7.643 7.568 -0.839 2.606 H1A 925 39 925 H1B H1B H 0 1 N N N -14.442 3.665 -7.771 8.021 -1.515 1.023 H1B 925 40 925 HO1 HO1 H 0 1 N N N -14.303 2.464 -10.935 8.214 1.609 -1.469 HO1 925 41 925 HN2 HN2 H 0 1 N N N -9.504 -0.199 -8.304 3.262 -2.235 0.570 HN2 925 42 925 H3 H3 H 0 1 N N N -11.236 1.920 -7.735 5.679 -1.857 0.726 H3 925 43 925 H3A H3A H 0 1 N N N -12.072 0.973 -6.432 5.071 -0.909 2.100 H3A 925 44 925 HO3 HO3 H 0 1 N N N 1.718 -3.580 -5.581 -4.002 2.653 3.590 HO3 925 45 925 H4 H4 H 0 1 N N N -12.345 -0.913 -7.929 3.888 0.614 0.529 H4 925 46 925 H5 H5 H 0 1 N N N -10.936 0.750 -10.052 4.959 -1.323 -1.581 H5 925 47 925 H5A H5A H 0 1 N N N -11.563 -0.928 -10.206 3.835 0.018 -1.884 H5A 925 48 925 HN6 HN6 H 0 1 N N N -2.256 -0.723 -5.096 -5.407 1.967 -2.258 HN6 925 49 925 H7 H7 H 0 1 N N N -13.973 -1.359 -10.377 6.172 2.760 -1.569 H7 925 50 925 H7A H7A H 0 1 N N N -14.152 -0.676 -8.725 4.556 2.227 -2.093 H7A 925 51 925 H7B H7B H 0 1 N N N -15.157 -0.043 -10.073 4.956 2.287 -0.359 H7B 925 52 925 H8 H8 H 0 1 N N N -13.039 -0.085 -12.175 6.798 -0.608 -2.921 H8 925 53 925 H8A H8A H 0 1 N N N -14.147 1.297 -11.879 5.654 0.585 -3.579 H8A 925 54 925 H8B H8B H 0 1 N N N -12.371 1.563 -11.921 7.252 1.111 -2.999 H8B 925 55 925 H11 H11 H 0 1 N N N -9.461 -3.251 -5.022 1.956 -3.507 0.762 H11 925 56 925 H12 H12 H 0 1 N N N -7.201 -3.832 -4.251 0.082 -5.082 0.979 H12 925 57 925 H13 H13 H 0 1 N N N -5.293 -2.491 -5.048 -2.223 -4.326 0.588 H13 925 58 925 H15 H15 H 0 1 N N N -7.914 -0.108 -7.417 -0.795 -0.373 -0.237 H15 925 59 925 H17 H17 H 0 1 N N N -6.220 0.903 -8.376 -4.235 -3.644 0.436 H17 925 60 925 H19 H19 H 0 1 N N N -1.829 2.956 -8.907 -8.528 -1.349 -0.587 H19 925 61 925 H20 H20 H 0 1 N N N -0.433 1.725 -7.211 -7.721 0.887 -1.282 H20 925 62 925 H23 H23 H 0 1 N N N 0.045 1.677 -4.812 -3.944 3.874 -1.950 H23 925 63 925 H24 H24 H 0 1 N N N 2.423 1.378 -4.332 -2.580 5.207 -0.395 H24 925 64 925 H25 H25 H 0 1 N N N 3.492 -0.824 -4.554 -2.289 4.471 1.934 H25 925 65 925 H27 H27 H 0 1 N N N -0.233 -2.448 -5.810 -4.743 1.058 1.167 H27 925 66 925 H28 H28 H 0 1 N N N -14.404 -0.099 -7.651 7.169 2.020 1.682 H28 925 67 925 H28A H28A H 0 0 N N N -14.331 0.946 -6.192 5.436 1.888 1.299 H28A 925 68 925 H28B H28B H 0 0 N N N -15.447 1.359 -7.538 6.085 1.109 2.762 H28B 925 69 # # 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 925 C1 C2 SING N N 1 925 C1 H1 SING N N 2 925 C1 H1A SING N N 3 925 C1 H1B SING N N 4 925 N1 O1 SING N N 5 925 N1 C2 SING N N 6 925 N1 C6 SING N N 7 925 O1 HO1 SING N N 8 925 C2 C3 SING N N 9 925 C2 C28 SING N N 10 925 N2 C4 SING N N 11 925 N2 C9 SING N N 12 925 N2 HN2 SING N N 13 925 O2 C9 DOUB N N 14 925 C3 C4 SING N N 15 925 C3 H3 SING N N 16 925 C3 H3A SING N N 17 925 N3 C18 SING Y N 18 925 N3 C19 DOUB Y N 19 925 O3 C26 SING N N 20 925 O3 HO3 SING N N 21 925 C4 C5 SING N N 22 925 C4 H4 SING N N 23 925 N4 N5 SING Y N 24 925 N4 C18 SING Y N 25 925 N4 C21 SING Y N 26 925 C5 C6 SING N N 27 925 C5 H5 SING N N 28 925 C5 H5A SING N N 29 925 N5 C16 DOUB Y N 30 925 C6 C7 SING N N 31 925 C6 C8 SING N N 32 925 N6 C21 SING N N 33 925 N6 C22 SING N N 34 925 N6 HN6 SING N N 35 925 C7 H7 SING N N 36 925 C7 H7A SING N N 37 925 C7 H7B SING N N 38 925 C8 H8 SING N N 39 925 C8 H8A SING N N 40 925 C8 H8B SING N N 41 925 C9 C10 SING N N 42 925 C10 C11 DOUB Y N 43 925 C10 C15 SING Y N 44 925 C11 C12 SING Y N 45 925 C11 H11 SING N N 46 925 C12 C13 DOUB Y N 47 925 C12 H12 SING N N 48 925 C13 C14 SING Y N 49 925 C13 H13 SING N N 50 925 C14 C15 DOUB Y N 51 925 C14 C16 SING Y N 52 925 C15 H15 SING N N 53 925 C16 C17 SING Y N 54 925 C17 C18 DOUB Y N 55 925 C17 H17 SING N N 56 925 C19 C20 SING Y N 57 925 C19 H19 SING N N 58 925 C20 C21 DOUB Y N 59 925 C20 H20 SING N N 60 925 C22 C23 DOUB Y N 61 925 C22 C27 SING Y N 62 925 C23 C24 SING Y N 63 925 C23 H23 SING N N 64 925 C24 C25 DOUB Y N 65 925 C24 H24 SING N N 66 925 C25 C26 SING Y N 67 925 C25 H25 SING N N 68 925 C26 C27 DOUB Y N 69 925 C27 H27 SING N N 70 925 C28 H28 SING N N 71 925 C28 H28A SING N N 72 925 C28 H28B SING N N 73 # # 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 925 SMILES_CANONICAL CACTVS 3.352 "CC1(C)CC(CC(C)(C)N1O)NC(=O)c2cccc(c2)c3cc4nccc(Nc5cccc(O)c5)n4n3" 925 SMILES CACTVS 3.352 "CC1(C)CC(CC(C)(C)N1O)NC(=O)c2cccc(c2)c3cc4nccc(Nc5cccc(O)c5)n4n3" 925 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1(CC(CC(N1O)(C)C)NC(=O)c2cccc(c2)c3cc4nccc(n4n3)Nc5cccc(c5)O)C" 925 SMILES "OpenEye OEToolkits" 1.7.0 "CC1(CC(CC(N1O)(C)C)NC(=O)c2cccc(c2)c3cc4nccc(n4n3)Nc5cccc(c5)O)C" 925 InChI InChI 1.03 "InChI=1S/C28H32N6O3/c1-27(2)16-21(17-28(3,4)34(27)37)31-26(36)19-8-5-7-18(13-19)23-15-25-29-12-11-24(33(25)32-23)30-20-9-6-10-22(35)14-20/h5-15,21,30,35,37H,16-17H2,1-4H3,(H,31,36)" 925 InChIKey InChI 1.03 WZEJOLDIQBJKQR-UHFFFAOYSA-N # _pdbx_chem_comp_identifier.comp_id 925 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "3-[7-[(3-hydroxyphenyl)amino]pyrazolo[1,5-a]pyrimidin-2-yl]-N-(1-hydroxy-2,2,6,6-tetramethyl-piperidin-4-yl)benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 925 "Create component" 2010-01-20 RCSB 925 "Modify aromatic_flag" 2011-06-04 RCSB 925 "Modify descriptor" 2011-06-04 RCSB 925 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 925 _pdbx_chem_comp_synonyms.name "N-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-3-(7-(3-hydroxyphenylamino)pyrazolo[1,5-a]pyrimidin-2-yl)benzamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##