data_51B # _chem_comp.id 51B _chem_comp.name "(6M)-2-[(3S)-1-{[2-(methylamino)pyrimidin-5-yl]methyl}piperidin-3-yl]-6-(thiophen-2-yl)pyrimidin-4-ol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N6 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-08 _chem_comp.pdbx_modified_date 2023-02-21 _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 382.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 51B _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 5C45 _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 51B N01 N1 N 0 1 Y N N 27.659 35.603 19.722 2.145 2.097 -0.139 N01 51B 1 51B C02 C1 C 0 1 Y N N 27.909 36.830 20.105 1.879 0.860 0.232 C02 51B 2 51B N03 N2 N 0 1 Y N N 27.670 37.318 21.353 2.806 -0.073 0.261 N03 51B 3 51B C04 C2 C 0 1 Y N N 27.196 36.466 22.310 4.065 0.203 -0.088 C04 51B 4 51B C05 C3 C 0 1 Y N N 26.944 35.158 22.012 4.386 1.503 -0.487 C05 51B 5 51B C06 C4 C 0 1 Y N N 27.156 34.696 20.654 3.374 2.455 -0.502 C06 51B 6 51B O07 O1 O 0 1 N N N 26.906 33.538 20.298 3.634 3.730 -0.881 O07 51B 7 51B C08 C5 C 0 1 N N S 28.358 37.878 19.099 0.471 0.505 0.634 C08 51B 8 51B C09 C6 C 0 1 N N N 27.788 39.189 19.664 -0.477 0.766 -0.538 C09 51B 9 51B N10 N3 N 0 1 N N N 28.001 40.296 18.736 -1.852 0.440 -0.140 N10 51B 10 51B C11 C7 C 0 1 N N N 27.279 40.027 17.472 -2.297 1.287 0.974 C11 51B 11 51B C12 C8 C 0 1 N N N 27.805 38.760 16.806 -1.404 1.042 2.192 C12 51B 12 51B C13 C9 C 0 1 N N N 27.703 37.570 17.748 0.048 1.366 1.828 C13 51B 13 51B C14 C10 C 0 1 Y N N 27.021 37.145 23.588 5.101 -0.848 -0.053 C14 51B 14 51B S15 S1 S 0 1 Y N N 27.433 38.804 23.814 4.814 -2.546 0.307 S15 51B 15 51B C16 C11 C 0 1 Y N N 26.954 38.778 25.423 6.523 -2.908 0.109 C16 51B 16 51B C17 C12 C 0 1 Y N N 26.472 37.579 25.762 7.190 -1.791 -0.201 C17 51B 17 51B C18 C13 C 0 1 Y N N 26.506 36.637 24.715 6.414 -0.656 -0.297 C18 51B 18 51B C19 C14 C 0 1 N N N 27.623 41.602 19.308 -2.771 0.546 -1.281 C19 51B 19 51B C20 C15 C 0 1 Y N N 27.868 41.815 20.789 -4.112 -0.027 -0.902 C20 51B 20 51B C21 C16 C 0 1 Y N N 26.828 41.968 21.692 -4.390 -1.370 -1.100 C21 51B 21 51B N22 N4 N 0 1 Y N N 26.992 42.268 22.991 -5.577 -1.841 -0.756 N22 51B 22 51B C23 C17 C 0 1 Y N N 28.262 42.457 23.381 -6.495 -1.044 -0.228 C23 51B 23 51B N24 N5 N 0 1 Y N N 29.353 42.397 22.595 -6.261 0.244 -0.026 N24 51B 24 51B C25 C18 C 0 1 Y N N 29.121 42.104 21.305 -5.092 0.777 -0.343 C25 51B 25 51B N26 N6 N 0 1 N N N 28.447 42.788 24.667 -7.727 -1.570 0.120 N26 51B 26 51B C27 C19 C 0 1 N N N 29.731 43.048 25.286 -8.754 -0.704 0.705 C27 51B 27 51B H1 H1 H 0 1 N N N 26.593 34.479 22.775 5.394 1.762 -0.776 H1 51B 28 51B H3 H3 H 0 1 N N N 29.454 37.919 19.016 0.426 -0.548 0.911 H3 51B 29 51B H4 H4 H 0 1 N N N 28.288 39.417 20.617 -0.421 1.816 -0.824 H4 51B 30 51B H5 H5 H 0 1 N N N 26.708 39.067 19.836 -0.187 0.144 -1.385 H5 51B 31 51B H7 H7 H 0 1 N N N 27.419 40.878 16.789 -2.233 2.335 0.681 H7 51B 32 51B H8 H8 H 0 1 N N N 26.208 39.902 17.688 -3.329 1.043 1.226 H8 51B 33 51B H9 H9 H 0 1 N N N 27.213 38.556 15.902 -1.725 1.682 3.014 H9 51B 34 51B H10 H10 H 0 1 N N N 28.859 38.910 16.528 -1.478 -0.003 2.494 H10 51B 35 51B H11 H11 H 0 1 N N N 26.642 37.330 17.910 0.694 1.152 2.679 H11 51B 36 51B H12 H12 H 0 1 N N N 28.209 36.706 17.292 0.130 2.421 1.563 H12 51B 37 51B H13 H13 H 0 1 N N N 27.026 39.620 26.096 6.968 -3.886 0.222 H13 51B 38 51B H14 H14 H 0 1 N N N 26.092 37.353 26.747 8.257 -1.780 -0.368 H14 51B 39 51B H15 H15 H 0 1 N N N 26.156 35.620 24.810 6.826 0.311 -0.545 H15 51B 40 51B H16 H16 H 0 1 N N N 28.188 42.375 18.766 -2.888 1.594 -1.557 H16 51B 41 51B H17 H17 H 0 1 N N N 26.547 41.741 19.129 -2.365 -0.009 -2.127 H17 51B 42 51B H18 H18 H 0 1 N N N 25.820 41.838 21.328 -3.646 -2.025 -1.530 H18 51B 43 51B H19 H19 H 0 1 N N N 29.963 42.093 20.628 -4.906 1.827 -0.171 H19 51B 44 51B H20 H20 H 0 1 N N N 27.911 43.621 24.807 -7.910 -2.512 -0.023 H20 51B 45 51B H21 H21 H 0 1 N N N 29.583 43.296 26.347 -8.380 -0.273 1.633 H21 51B 46 51B H22 H22 H 0 1 N N N 30.366 42.153 25.203 -8.997 0.095 0.005 H22 51B 47 51B H23 H23 H 0 1 N N N 30.219 43.892 24.777 -9.649 -1.291 0.912 H23 51B 48 51B H2 H2 H 0 1 N N N 27.111 33.439 19.376 3.896 4.311 -0.154 H2 51B 49 # 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 51B C12 C11 SING N N 1 51B C12 C13 SING N N 2 51B C11 N10 SING N N 3 51B C13 C08 SING N N 4 51B N10 C19 SING N N 5 51B N10 C09 SING N N 6 51B C08 C09 SING N N 7 51B C08 C02 SING N N 8 51B C19 C20 SING N N 9 51B N01 C02 DOUB Y N 10 51B N01 C06 SING Y N 11 51B C02 N03 SING Y N 12 51B O07 C06 SING N N 13 51B C06 C05 DOUB Y N 14 51B C20 C25 DOUB Y N 15 51B C20 C21 SING Y N 16 51B C25 N24 SING Y N 17 51B N03 C04 DOUB Y N 18 51B C21 N22 DOUB Y N 19 51B C05 C04 SING Y N 20 51B C04 C14 SING N N 21 51B N24 C23 DOUB Y N 22 51B N22 C23 SING Y N 23 51B C23 N26 SING N N 24 51B C14 S15 SING Y N 25 51B C14 C18 DOUB Y N 26 51B S15 C16 SING Y N 27 51B N26 C27 SING N N 28 51B C18 C17 SING Y N 29 51B C16 C17 DOUB Y N 30 51B C05 H1 SING N N 31 51B C08 H3 SING N N 32 51B C09 H4 SING N N 33 51B C09 H5 SING N N 34 51B C11 H7 SING N N 35 51B C11 H8 SING N N 36 51B C12 H9 SING N N 37 51B C12 H10 SING N N 38 51B C13 H11 SING N N 39 51B C13 H12 SING N N 40 51B C16 H13 SING N N 41 51B C17 H14 SING N N 42 51B C18 H15 SING N N 43 51B C19 H16 SING N N 44 51B C19 H17 SING N N 45 51B C21 H18 SING N N 46 51B C25 H19 SING N N 47 51B N26 H20 SING N N 48 51B C27 H21 SING N N 49 51B C27 H22 SING N N 50 51B C27 H23 SING N N 51 51B O07 H2 SING N N 52 # 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 51B SMILES ACDLabs 12.01 "CNc1ncc(cn1)CN1CCCC(C1)c1nc(O)cc(n1)c1cccs1" 51B InChI InChI 1.06 "InChI=1S/C19H22N6OS/c1-20-19-21-9-13(10-22-19)11-25-6-2-4-14(12-25)18-23-15(8-17(26)24-18)16-5-3-7-27-16/h3,5,7-10,14H,2,4,6,11-12H2,1H3,(H,20,21,22)(H,23,24,26)/t14-/m0/s1" 51B InChIKey InChI 1.06 ZSXCVAIJFUEGJR-AWEZNQCLSA-N 51B SMILES_CANONICAL CACTVS 3.385 "CNc1ncc(CN2CCC[C@@H](C2)c3nc(O)cc(n3)c4sccc4)cn1" 51B SMILES CACTVS 3.385 "CNc1ncc(CN2CCC[CH](C2)c3nc(O)cc(n3)c4sccc4)cn1" 51B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNc1ncc(cn1)CN2CCC[C@@H](C2)c3nc(cc(n3)O)c4cccs4" 51B SMILES "OpenEye OEToolkits" 2.0.7 "CNc1ncc(cn1)CN2CCCC(C2)c3nc(cc(n3)O)c4cccs4" # 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 51B "SYSTEMATIC NAME" ACDLabs 12.01 "(6M)-2-[(3S)-1-{[2-(methylamino)pyrimidin-5-yl]methyl}piperidin-3-yl]-6-(thiophen-2-yl)pyrimidin-4-ol" 51B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(3~{S})-1-[[2-(methylamino)pyrimidin-5-yl]methyl]piperidin-3-yl]-6-thiophen-2-yl-pyrimidin-4-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 51B "Create component" 2015-07-08 RCSB 51B "Initial release" 2015-10-07 RCSB 51B "Modify value order" 2023-02-21 RCSB #