data_1XQ # _chem_comp.id 1XQ _chem_comp.name "2-[4-(4-fluorobenzoyl)piperidin-1-yl]-N-[(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-yl)methyl]-N-(thiophen-2-ylmethyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 F N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2013-08-09 _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 524.607 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XQ _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 4LI8 _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 1XQ O1 O1 O 0 1 N N N -47.794 10.240 24.927 -4.438 -4.980 1.249 O1 1XQ 1 1XQ C1 C1 C 0 1 N N N -48.481 9.871 23.737 -4.017 -4.162 2.347 C1 1XQ 2 1XQ C2 C2 C 0 1 N N N -48.416 8.348 23.543 -3.192 -2.998 1.796 C2 1XQ 3 1XQ C3 C3 C 0 1 N N N -48.386 9.734 26.127 -5.417 -4.347 0.424 C3 1XQ 4 1XQ C4 C4 C 0 1 N N N -48.642 8.236 26.048 -4.952 -2.975 0.022 C4 1XQ 5 1XQ C5 C5 C 0 1 N N N -48.658 7.609 24.844 -3.929 -2.346 0.655 C5 1XQ 6 1XQ N1 N1 N 0 1 N N N -48.892 6.241 24.745 -3.561 -1.120 0.262 N1 1XQ 7 1XQ C6 C6 C 0 1 N N N -49.088 5.578 25.822 -4.157 -0.507 -0.725 C6 1XQ 8 1XQ N2 N2 N 0 1 N N N -49.091 6.144 27.094 -5.174 -1.081 -1.397 N2 1XQ 9 1XQ C7 C7 C 0 1 N N N -48.876 7.459 27.285 -5.596 -2.315 -1.048 C7 1XQ 10 1XQ C8 C8 C 0 1 N N N -49.373 4.103 25.827 -3.698 0.873 -1.120 C8 1XQ 11 1XQ N3 N3 N 0 1 N N N -48.565 3.265 24.939 -2.591 1.286 -0.255 N3 1XQ 12 1XQ O2 O2 O 0 1 N N N -48.881 7.916 28.426 -6.515 -2.850 -1.646 O2 1XQ 13 1XQ C9 C9 C 0 1 N N N -47.275 3.040 25.272 -1.320 1.008 -0.607 C9 1XQ 14 1XQ O3 O3 O 0 1 N N N -46.791 3.569 26.274 -1.094 0.415 -1.641 O3 1XQ 15 1XQ C10 C10 C 0 1 N N N -46.349 2.131 24.455 -0.181 1.433 0.283 C10 1XQ 16 1XQ N4 N4 N 0 1 N N N -45.808 1.128 25.415 1.092 1.015 -0.318 N4 1XQ 17 1XQ C11 C11 C 0 1 N N N -45.029 0.065 24.782 1.201 -0.449 -0.358 C11 1XQ 18 1XQ C12 C12 C 0 1 N N N -44.232 -0.653 25.882 2.467 -0.848 -1.119 C12 1XQ 19 1XQ C13 C13 C 0 1 N N N -45.158 -1.244 26.971 3.688 -0.246 -0.418 C13 1XQ 20 1XQ C14 C14 C 0 1 N N N -46.186 -0.195 27.442 3.528 1.275 -0.347 C14 1XQ 21 1XQ C15 C15 C 0 1 N N N -46.850 0.549 26.277 2.231 1.612 0.392 C15 1XQ 22 1XQ C16 C16 C 0 1 N N N -44.373 -1.807 28.173 4.934 -0.585 -1.196 C16 1XQ 23 1XQ O4 O4 O 0 1 N N N -43.395 -1.197 28.617 4.876 -0.733 -2.399 O4 1XQ 24 1XQ C17 C17 C 0 1 Y N N -44.845 -3.093 28.767 6.219 -0.736 -0.498 C17 1XQ 25 1XQ C18 C18 C 0 1 Y N N -44.192 -3.581 29.924 7.377 -1.051 -1.218 C18 1XQ 26 1XQ C19 C19 C 0 1 Y N N -45.666 -5.514 29.963 8.640 -1.021 0.818 C19 1XQ 27 1XQ C20 C20 C 0 1 Y N N -46.326 -5.040 28.812 7.497 -0.703 1.536 C20 1XQ 28 1XQ C21 C21 C 0 1 Y N N -44.600 -4.787 30.520 8.577 -1.191 -0.557 C21 1XQ 29 1XQ C22 C22 C 0 1 Y N N -45.918 -3.832 28.216 6.290 -0.560 0.888 C22 1XQ 30 1XQ F1 F1 F 0 1 N N N -46.065 -6.671 30.537 9.821 -1.160 1.460 F1 1XQ 31 1XQ C23 C23 C 0 1 N N N -49.359 2.714 23.820 -2.865 2.001 0.994 C23 1XQ 32 1XQ C24 C24 C 0 1 Y N N -50.021 1.397 24.076 -2.880 3.485 0.730 C24 1XQ 33 1XQ C25 C25 C 0 1 Y N N -49.849 0.213 23.405 -3.957 4.195 0.393 C25 1XQ 34 1XQ C26 C26 C 0 1 Y N N -50.659 -0.843 23.924 -3.728 5.547 0.201 C26 1XQ 35 1XQ C27 C27 C 0 1 Y N N -51.440 -0.447 24.980 -2.465 5.934 0.381 C27 1XQ 36 1XQ S1 S1 S 0 1 Y N N -51.201 1.234 25.366 -1.480 4.546 0.826 S1 1XQ 37 1XQ H1 H1 H 0 1 N N N -48.011 10.368 22.876 -4.891 -3.776 2.872 H1 1XQ 38 1XQ H2 H2 H 0 1 N N N -49.533 10.184 23.812 -3.409 -4.754 3.032 H2 1XQ 39 1XQ H3 H3 H 0 1 N N N -49.183 8.048 22.814 -3.027 -2.265 2.586 H3 1XQ 40 1XQ H4 H4 H 0 1 N N N -47.421 8.079 23.160 -2.231 -3.370 1.441 H4 1XQ 41 1XQ H5 H5 H 0 1 N N N -47.708 9.935 26.970 -5.580 -4.949 -0.469 H5 1XQ 42 1XQ H6 H6 H 0 1 N N N -49.343 10.250 26.296 -6.353 -4.260 0.977 H6 1XQ 43 1XQ H7 H7 H 0 1 N N N -49.257 5.558 27.887 -5.602 -0.610 -2.129 H7 1XQ 44 1XQ H8 H8 H 0 1 N N N -50.427 3.968 25.542 -3.364 0.861 -2.157 H8 1XQ 45 1XQ H9 H9 H 0 1 N N N -49.222 3.740 26.854 -4.525 1.575 -1.013 H9 1XQ 46 1XQ H10 H10 H 0 1 N N N -46.914 1.629 23.656 -0.192 2.517 0.395 H10 1XQ 47 1XQ H11 H11 H 0 1 N N N -45.530 2.718 24.013 -0.291 0.965 1.262 H11 1XQ 48 1XQ H13 H13 H 0 1 N N N -45.703 -0.647 24.284 1.251 -0.837 0.659 H13 1XQ 49 1XQ H14 H14 H 0 1 N N N -44.339 0.497 24.042 0.328 -0.864 -0.863 H14 1XQ 50 1XQ H15 H15 H 0 1 N N N -43.652 -1.469 25.426 2.556 -1.934 -1.135 H15 1XQ 51 1XQ H16 H16 H 0 1 N N N -43.545 0.067 26.351 2.412 -0.471 -2.141 H16 1XQ 52 1XQ H17 H17 H 0 1 N N N -45.715 -2.077 26.517 3.766 -0.652 0.590 H17 1XQ 53 1XQ H18 H18 H 0 1 N N N -45.672 0.539 28.081 4.374 1.706 0.189 H18 1XQ 54 1XQ H19 H19 H 0 1 N N N -46.967 -0.705 28.025 3.490 1.685 -1.356 H19 1XQ 55 1XQ H20 H20 H 0 1 N N N -47.490 1.352 26.671 2.106 2.695 0.432 H20 1XQ 56 1XQ H21 H21 H 0 1 N N N -47.462 -0.154 25.693 2.276 1.214 1.405 H21 1XQ 57 1XQ H22 H22 H 0 1 N N N -43.373 -3.022 30.353 7.329 -1.184 -2.289 H22 1XQ 58 1XQ H23 H23 H 0 1 N N N -47.144 -5.603 28.388 7.552 -0.573 2.607 H23 1XQ 59 1XQ H24 H24 H 0 1 N N N -44.096 -5.153 31.402 9.472 -1.434 -1.112 H24 1XQ 60 1XQ H25 H25 H 0 1 N N N -46.426 -3.468 27.335 5.400 -0.312 1.449 H25 1XQ 61 1XQ H26 H26 H 0 1 N N N -48.687 2.592 22.958 -3.834 1.692 1.385 H26 1XQ 62 1XQ H27 H27 H 0 1 N N N -50.144 3.444 23.572 -2.088 1.770 1.723 H27 1XQ 63 1XQ H28 H28 H 0 1 N N N -49.172 0.092 22.572 -4.934 3.750 0.279 H28 1XQ 64 1XQ H29 H29 H 0 1 N N N -50.657 -1.847 23.527 -4.513 6.235 -0.075 H29 1XQ 65 1XQ H30 H30 H 0 1 N N N -52.120 -1.099 25.508 -2.102 6.946 0.274 H30 1XQ 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 1XQ C25 C26 SING Y N 1 1XQ C25 C24 DOUB Y N 2 1XQ C2 C1 SING N N 3 1XQ C2 C5 SING N N 4 1XQ C1 O1 SING N N 5 1XQ C23 C24 SING N N 6 1XQ C23 N3 SING N N 7 1XQ C26 C27 DOUB Y N 8 1XQ C24 S1 SING Y N 9 1XQ C10 C9 SING N N 10 1XQ C10 N4 SING N N 11 1XQ N1 C5 SING N N 12 1XQ N1 C6 DOUB N N 13 1XQ C11 N4 SING N N 14 1XQ C11 C12 SING N N 15 1XQ C5 C4 DOUB N N 16 1XQ O1 C3 SING N N 17 1XQ N3 C9 SING N N 18 1XQ N3 C8 SING N N 19 1XQ C27 S1 SING Y N 20 1XQ C9 O3 DOUB N N 21 1XQ N4 C15 SING N N 22 1XQ C6 C8 SING N N 23 1XQ C6 N2 SING N N 24 1XQ C12 C13 SING N N 25 1XQ C4 C3 SING N N 26 1XQ C4 C7 SING N N 27 1XQ C15 C14 SING N N 28 1XQ C13 C14 SING N N 29 1XQ C13 C16 SING N N 30 1XQ N2 C7 SING N N 31 1XQ C7 O2 DOUB N N 32 1XQ C16 O4 DOUB N N 33 1XQ C16 C17 SING N N 34 1XQ C22 C17 DOUB Y N 35 1XQ C22 C20 SING Y N 36 1XQ C17 C18 SING Y N 37 1XQ C20 C19 DOUB Y N 38 1XQ C18 C21 DOUB Y N 39 1XQ C19 C21 SING Y N 40 1XQ C19 F1 SING N N 41 1XQ C1 H1 SING N N 42 1XQ C1 H2 SING N N 43 1XQ C2 H3 SING N N 44 1XQ C2 H4 SING N N 45 1XQ C3 H5 SING N N 46 1XQ C3 H6 SING N N 47 1XQ N2 H7 SING N N 48 1XQ C8 H8 SING N N 49 1XQ C8 H9 SING N N 50 1XQ C10 H10 SING N N 51 1XQ C10 H11 SING N N 52 1XQ C11 H13 SING N N 53 1XQ C11 H14 SING N N 54 1XQ C12 H15 SING N N 55 1XQ C12 H16 SING N N 56 1XQ C13 H17 SING N N 57 1XQ C14 H18 SING N N 58 1XQ C14 H19 SING N N 59 1XQ C15 H20 SING N N 60 1XQ C15 H21 SING N N 61 1XQ C18 H22 SING N N 62 1XQ C20 H23 SING N N 63 1XQ C21 H24 SING N N 64 1XQ C22 H25 SING N N 65 1XQ C23 H26 SING N N 66 1XQ C23 H27 SING N N 67 1XQ C25 H28 SING N N 68 1XQ C26 H29 SING N N 69 1XQ C27 H30 SING N N 70 # 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 1XQ SMILES ACDLabs 12.01 "Fc1ccc(cc1)C(=O)C2CCN(CC2)CC(=O)N(CC3=NC4=C(C(=O)N3)COCC4)Cc5sccc5" 1XQ InChI InChI 1.03 "InChI=1S/C27H29FN4O4S/c28-20-5-3-18(4-6-20)26(34)19-7-10-31(11-8-19)16-25(33)32(14-21-2-1-13-37-21)15-24-29-23-9-12-36-17-22(23)27(35)30-24/h1-6,13,19H,7-12,14-17H2,(H,29,30,35)" 1XQ InChIKey InChI 1.03 SUKHPNUTRMBUST-UHFFFAOYSA-N 1XQ SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(cc1)C(=O)C2CCN(CC2)CC(=O)N(CC3=NC4=C(COCC4)C(=O)N3)Cc5sccc5" 1XQ SMILES CACTVS 3.385 "Fc1ccc(cc1)C(=O)C2CCN(CC2)CC(=O)N(CC3=NC4=C(COCC4)C(=O)N3)Cc5sccc5" 1XQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(sc1)CN(CC2=NC3=C(COCC3)C(=O)N2)C(=O)CN4CCC(CC4)C(=O)c5ccc(cc5)F" 1XQ SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(sc1)CN(CC2=NC3=C(COCC3)C(=O)N2)C(=O)CN4CCC(CC4)C(=O)c5ccc(cc5)F" # 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 1XQ "SYSTEMATIC NAME" ACDLabs 12.01 "2-[4-(4-fluorobenzoyl)piperidin-1-yl]-N-[(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-yl)methyl]-N-(thiophen-2-ylmethyl)acetamide" 1XQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-(4-fluorophenyl)carbonylpiperidin-1-yl]-N-[(4-oxidanylidene-3,5,7,8-tetrahydropyrano[4,3-d]pyrimidin-2-yl)methyl]-N-(thiophen-2-ylmethyl)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 1XQ "Create component" 2013-07-30 RCSB 1XQ "Initial release" 2013-08-14 RCSB #