data_LRS # _chem_comp.id LRS _chem_comp.name "N-{5-[4-(hydroxymethyl)piperidin-1-yl]-1-methyl-2-(morpholin-4-yl)-1H-benzimidazol-6-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-13 _chem_comp.pdbx_modified_date 2019-05-17 _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 490.558 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LRS _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 6O94 _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 LRS C4 C1 C 0 1 Y N N 12.872 43.042 57.026 -0.169 -1.397 0.212 C4 LRS 1 LRS C14 C2 C 0 1 N N N 13.599 38.949 55.977 1.526 -5.244 -0.021 C14 LRS 2 LRS C5 C3 C 0 1 Y N N 11.954 43.046 58.076 -1.525 -1.619 0.068 C5 LRS 3 LRS C6 C4 C 0 1 Y N N 11.446 44.250 58.548 -2.412 -0.539 0.090 C6 LRS 4 LRS C11 C5 C 0 1 N N N 8.594 45.631 61.243 -6.256 0.670 1.038 C11 LRS 5 LRS C7 C6 C 0 1 Y N N 10.221 45.763 59.447 -4.123 0.815 0.063 C7 LRS 6 LRS C8 C7 C 0 1 N N N 8.195 47.004 59.244 -5.996 1.022 -1.341 C8 LRS 7 LRS C9 C8 C 0 1 N N N 7.208 47.800 60.054 -7.413 1.599 -1.398 C9 LRS 8 LRS C10 C9 C 0 1 N N N 7.562 46.478 61.942 -7.670 1.251 0.958 C10 LRS 9 LRS C12 C10 C 0 1 N N N 14.105 40.981 57.391 0.421 -3.423 1.281 C12 LRS 10 LRS C13 C11 C 0 1 N N N 14.688 39.756 56.677 1.495 -4.512 1.324 C13 LRS 11 LRS N1 N1 N 0 1 Y N N 10.407 44.473 59.454 -3.764 -0.441 -0.024 N1 LRS 12 LRS N2 N2 N 0 1 N N N 9.195 46.392 60.132 -5.422 1.274 -0.011 N2 LRS 13 LRS C3 C12 C 0 1 Y N N 13.311 44.258 56.463 0.319 -0.098 0.379 C3 LRS 14 LRS N3 N3 N 0 1 N N N 13.323 41.821 56.472 0.720 -2.480 0.196 N3 LRS 15 LRS O2 O1 O 0 1 N N N 14.573 46.416 54.858 1.514 2.212 -0.196 O2 LRS 16 LRS C18 C13 C 0 1 N N N 14.751 45.212 54.631 2.234 1.304 0.176 C18 LRS 17 LRS C19 C14 C 0 1 Y N N 15.493 44.782 53.415 3.685 1.500 0.246 C19 LRS 18 LRS C21 C15 C 0 1 Y N N 15.928 43.507 53.041 4.389 2.675 -0.083 C21 LRS 19 LRS N7 N4 N 0 1 Y N N 15.806 42.314 53.646 3.991 3.870 -0.521 N7 LRS 20 LRS C22 C16 C 0 1 Y N N 16.346 41.250 53.023 4.863 4.825 -0.760 C22 LRS 21 LRS C23 C17 C 0 1 Y N N 16.985 41.311 51.788 6.229 4.596 -0.555 C23 LRS 22 LRS C24 C18 C 0 1 Y N N 17.062 42.542 51.172 6.641 3.382 -0.109 C24 LRS 23 LRS N6 N5 N 0 1 Y N N 16.526 43.664 51.802 5.712 2.412 0.129 N6 LRS 24 LRS N5 N6 N 0 1 Y N N 16.478 44.947 51.338 5.827 1.094 0.583 N5 LRS 25 LRS C20 C19 C 0 1 Y N N 15.860 45.607 52.341 4.639 0.554 0.660 C20 LRS 26 LRS N4 N7 N 0 1 N N N 14.259 44.201 55.404 1.697 0.118 0.524 N4 LRS 27 LRS C2 C20 C 0 1 Y N N 12.814 45.476 56.942 -0.553 0.977 0.402 C2 LRS 28 LRS C16 C21 C 0 1 N N N 12.284 41.093 55.731 0.709 -3.151 -1.110 C16 LRS 29 LRS C15 C22 C 0 1 N N N 12.851 39.863 55.011 1.792 -4.232 -1.138 C15 LRS 30 LRS C17 C23 C 0 1 N N N 14.140 37.709 55.291 2.638 -6.295 -0.005 C17 LRS 31 LRS O1 O2 O 0 1 N N N 15.113 38.037 54.313 2.592 -7.056 -1.214 O1 LRS 32 LRS C1 C24 C 0 1 Y N N 11.892 45.449 57.988 -1.916 0.763 0.258 C1 LRS 33 LRS N N8 N 0 1 Y N N 11.133 46.451 58.591 -3.021 1.602 0.238 N LRS 34 LRS C C25 C 0 1 N N N 11.381 47.882 58.454 -3.008 3.060 0.377 C LRS 35 LRS O O3 O 0 1 N N N 6.588 46.980 61.031 -8.199 1.024 -0.352 O LRS 36 LRS H1 H1 H 0 1 N N N 12.883 38.621 56.745 0.567 -5.732 -0.192 H1 LRS 37 LRS H2 H2 H 0 1 N N N 11.638 42.114 58.522 -1.898 -2.624 -0.061 H2 LRS 38 LRS H3 H3 H 0 1 N N N 8.114 44.724 60.847 -5.827 0.891 2.016 H3 LRS 39 LRS H4 H4 H 0 1 N N N 9.380 45.348 61.959 -6.297 -0.410 0.895 H4 LRS 40 LRS H5 H5 H 0 1 N N N 7.663 46.213 58.695 -6.033 -0.052 -1.524 H5 LRS 41 LRS H6 H6 H 0 1 N N N 8.701 47.670 58.529 -5.377 1.500 -2.101 H6 LRS 42 LRS H7 H7 H 0 1 N N N 7.734 48.625 60.556 -7.370 2.681 -1.269 H7 LRS 43 LRS H8 H8 H 0 1 N N N 6.438 48.210 59.384 -7.863 1.365 -2.363 H8 LRS 44 LRS H9 H9 H 0 1 N N N 8.067 47.326 62.428 -8.306 0.764 1.697 H9 LRS 45 LRS H10 H10 H 0 1 N N N 7.056 45.867 62.704 -7.635 2.322 1.156 H10 LRS 46 LRS H11 H11 H 0 1 N N N 14.930 41.578 57.806 -0.553 -3.881 1.106 H11 LRS 47 LRS H12 H12 H 0 1 N N N 13.451 40.641 58.208 0.406 -2.890 2.232 H12 LRS 48 LRS H13 H13 H 0 1 N N N 15.189 39.115 57.417 1.264 -5.221 2.119 H13 LRS 49 LRS H14 H14 H 0 1 N N N 15.421 40.093 55.929 2.467 -4.057 1.512 H14 LRS 50 LRS H15 H15 H 0 1 N N N 16.279 40.289 53.512 4.525 5.788 -1.114 H15 LRS 51 LRS H16 H16 H 0 1 N N N 17.405 40.428 51.330 6.948 5.378 -0.751 H16 LRS 52 LRS H17 H17 H 0 1 N N N 17.535 42.637 50.206 7.690 3.187 0.055 H17 LRS 53 LRS H18 H18 H 0 1 N N N 15.667 46.669 52.319 4.426 -0.455 0.981 H18 LRS 54 LRS H19 H19 H 0 1 N N N 14.616 43.290 55.196 2.264 -0.587 0.875 H19 LRS 55 LRS H20 H20 H 0 1 N N N 13.136 46.413 56.512 -0.173 1.979 0.532 H20 LRS 56 LRS H21 H21 H 0 1 N N N 11.840 41.768 54.985 -0.266 -3.610 -1.273 H21 LRS 57 LRS H22 H22 H 0 1 N N N 11.507 40.765 56.437 0.903 -2.421 -1.895 H22 LRS 58 LRS H23 H23 H 0 1 N N N 12.022 39.301 54.556 2.769 -3.773 -0.988 H23 LRS 59 LRS H24 H24 H 0 1 N N N 13.544 40.196 54.224 1.773 -4.741 -2.102 H24 LRS 60 LRS H25 H25 H 0 1 N N N 13.308 37.179 54.804 3.606 -5.799 0.075 H25 LRS 61 LRS H26 H26 H 0 1 N N N 14.599 37.055 56.046 2.499 -6.959 0.848 H26 LRS 62 LRS H27 H27 H 0 1 N N N 15.431 37.241 53.903 3.270 -7.742 -1.273 H27 LRS 63 LRS H28 H28 H 0 1 N N N 10.632 48.442 59.034 -2.824 3.516 -0.596 H28 LRS 64 LRS H29 H29 H 0 1 N N N 12.387 48.117 58.831 -3.972 3.398 0.760 H29 LRS 65 LRS H30 H30 H 0 1 N N N 11.311 48.166 57.394 -2.219 3.352 1.070 H30 LRS 66 # # 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 LRS C24 C23 DOUB Y N 1 LRS C24 N6 SING Y N 2 LRS N5 N6 SING Y N 3 LRS N5 C20 DOUB Y N 4 LRS C23 C22 SING Y N 5 LRS N6 C21 SING Y N 6 LRS C20 C19 SING Y N 7 LRS C22 N7 DOUB Y N 8 LRS C21 C19 DOUB Y N 9 LRS C21 N7 SING Y N 10 LRS C19 C18 SING N N 11 LRS O1 C17 SING N N 12 LRS C18 O2 DOUB N N 13 LRS C18 N4 SING N N 14 LRS C15 C16 SING N N 15 LRS C15 C14 SING N N 16 LRS C17 C14 SING N N 17 LRS N4 C3 SING N N 18 LRS C16 N3 SING N N 19 LRS C14 C13 SING N N 20 LRS C3 C2 DOUB Y N 21 LRS C3 C4 SING Y N 22 LRS N3 C4 SING N N 23 LRS N3 C12 SING N N 24 LRS C13 C12 SING N N 25 LRS C2 C1 SING Y N 26 LRS C4 C5 DOUB Y N 27 LRS C1 C6 DOUB Y N 28 LRS C1 N SING Y N 29 LRS C5 C6 SING Y N 30 LRS C N SING N N 31 LRS C6 N1 SING Y N 32 LRS N C7 SING Y N 33 LRS C8 C9 SING N N 34 LRS C8 N2 SING N N 35 LRS C7 N1 DOUB Y N 36 LRS C7 N2 SING N N 37 LRS C9 O SING N N 38 LRS N2 C11 SING N N 39 LRS O C10 SING N N 40 LRS C11 C10 SING N N 41 LRS C14 H1 SING N N 42 LRS C5 H2 SING N N 43 LRS C11 H3 SING N N 44 LRS C11 H4 SING N N 45 LRS C8 H5 SING N N 46 LRS C8 H6 SING N N 47 LRS C9 H7 SING N N 48 LRS C9 H8 SING N N 49 LRS C10 H9 SING N N 50 LRS C10 H10 SING N N 51 LRS C12 H11 SING N N 52 LRS C12 H12 SING N N 53 LRS C13 H13 SING N N 54 LRS C13 H14 SING N N 55 LRS C22 H15 SING N N 56 LRS C23 H16 SING N N 57 LRS C24 H17 SING N N 58 LRS C20 H18 SING N N 59 LRS N4 H19 SING N N 60 LRS C2 H20 SING N N 61 LRS C16 H21 SING N N 62 LRS C16 H22 SING N N 63 LRS C15 H23 SING N N 64 LRS C15 H24 SING N N 65 LRS C17 H25 SING N N 66 LRS C17 H26 SING N N 67 LRS O1 H27 SING N N 68 LRS C H28 SING N N 69 LRS C H29 SING N N 70 LRS C H30 SING N N 71 # # 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 LRS SMILES ACDLabs 12.01 "c3(cc2nc(N1CCOCC1)n(c2cc3NC(=O)c5c4ncccn4nc5)C)N6CCC(CC6)CO" LRS InChI InChI 1.03 "InChI=1S/C25H30N8O3/c1-30-21-13-20(28-24(35)18-15-27-33-6-2-5-26-23(18)33)22(31-7-3-17(16-34)4-8-31)14-19(21)29-25(30)32-9-11-36-12-10-32/h2,5-6,13-15,17,34H,3-4,7-12,16H2,1H3,(H,28,35)" LRS InChIKey InChI 1.03 LVDMRCKBQDTUEU-UHFFFAOYSA-N LRS SMILES_CANONICAL CACTVS 3.385 "Cn1c2cc(NC(=O)c3cnn4cccnc34)c(cc2nc1N5CCOCC5)N6CCC(CO)CC6" LRS SMILES CACTVS 3.385 "Cn1c2cc(NC(=O)c3cnn4cccnc34)c(cc2nc1N5CCOCC5)N6CCC(CO)CC6" LRS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1c2cc(c(cc2nc1N3CCOCC3)N4CCC(CC4)CO)NC(=O)c5cnn6c5nccc6" LRS SMILES "OpenEye OEToolkits" 2.0.7 "Cn1c2cc(c(cc2nc1N3CCOCC3)N4CCC(CC4)CO)NC(=O)c5cnn6c5nccc6" # # 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 LRS "SYSTEMATIC NAME" ACDLabs 12.01 "N-{5-[4-(hydroxymethyl)piperidin-1-yl]-1-methyl-2-(morpholin-4-yl)-1H-benzimidazol-6-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" LRS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[6-[4-(hydroxymethyl)piperidin-1-yl]-3-methyl-2-morpholin-4-yl-benzimidazol-5-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LRS "Create component" 2019-03-13 RCSB LRS "Initial release" 2019-05-22 RCSB ##