data_OWB # _chem_comp.id OWB _chem_comp.name "~{N}-[3-[6-[(3~{R})-piperidin-3-yl]-2-pyridin-4-yl-pyrimidin-4-yl]oxyphenyl]ethanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-04-06 _chem_comp.pdbx_modified_date 2020-06-26 _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 389.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OWB _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 6YKD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 OWB C1 C1 C 0 1 Y N N 92.971 87.691 -3.410 -3.287 -2.763 1.687 C1 OWB 1 OWB C2 C2 C 0 1 Y N N 91.670 87.916 -2.995 -4.087 -2.151 0.741 C2 OWB 2 OWB C4 C3 C 0 1 Y N N 92.281 87.220 -0.774 -2.145 -1.678 -0.595 C4 OWB 3 OWB C5 C4 C 0 1 Y N N 93.584 87.017 -1.202 -1.346 -2.293 0.357 C5 OWB 4 OWB C6 C5 C 0 1 Y N N 93.938 87.261 -2.523 -1.920 -2.835 1.498 C6 OWB 5 OWB C13 C6 C 0 1 Y N N 93.557 87.164 1.638 2.096 -1.227 0.089 C13 OWB 6 OWB C14 C7 C 0 1 Y N N 93.600 87.154 3.029 2.774 -0.022 0.092 C14 OWB 7 OWB C16 C8 C 0 1 Y N N 95.743 86.328 2.964 0.765 1.095 0.258 C16 OWB 8 OWB C18 C9 C 0 1 Y N N 96.940 85.820 3.701 0.034 2.383 0.352 C18 OWB 9 OWB C19 C10 C 0 1 Y N N 97.496 86.533 4.763 -1.360 2.412 0.439 C19 OWB 10 OWB C23 C11 C 0 1 Y N N 97.534 84.599 3.366 0.721 3.599 0.360 C23 OWB 11 OWB C24 C12 C 0 1 N N R 92.286 87.542 3.695 4.278 0.007 -0.001 C24 OWB 12 OWB C25 C13 C 0 1 N N N 92.086 89.064 3.734 4.859 -1.195 0.748 C25 OWB 13 OWB C27 C14 C 0 1 N N N 89.652 88.823 3.612 6.753 -1.292 -0.760 C27 OWB 14 OWB C28 C15 C 0 1 N N N 89.754 87.314 3.676 6.229 -0.093 -1.554 C28 OWB 15 OWB C29 C16 C 0 1 N N N 91.067 86.841 3.058 4.701 -0.061 -1.471 C29 OWB 16 OWB C3 C17 C 0 1 Y N N 91.316 87.680 -1.675 -3.518 -1.607 -0.403 C3 OWB 17 OWB N7 N1 N 0 1 N N N 89.987 87.844 -1.155 -4.327 -0.988 -1.362 N7 OWB 18 OWB C8 C18 C 0 1 N N N 88.835 88.332 -1.719 -5.419 -0.298 -0.978 C8 OWB 19 OWB C9 C19 C 0 1 N N N 87.700 88.505 -0.738 -6.360 0.262 -2.013 C9 OWB 20 OWB O10 O1 O 0 1 N N N 88.710 88.609 -2.939 -5.645 -0.128 0.202 O10 OWB 21 OWB O11 O2 O 0 1 N N N 94.644 86.536 -0.387 -0.002 -2.365 0.172 O11 OWB 22 OWB C12 C20 C 0 1 Y N N 94.680 86.677 0.977 0.703 -1.207 0.171 C12 OWB 23 OWB N15 N2 N 0 1 Y N N 94.697 86.761 3.707 2.088 1.107 0.176 N15 OWB 24 OWB N17 N3 N 0 1 Y N N 95.781 86.269 1.610 0.079 -0.039 0.248 N17 OWB 25 OWB C20 C21 C 0 1 Y N N 98.590 86.009 5.429 -2.001 3.632 0.525 C20 OWB 26 OWB N21 N4 N 0 1 Y N N 99.152 84.830 5.124 -1.315 4.758 0.524 N21 OWB 27 OWB C22 C22 C 0 1 Y N N 98.614 84.147 4.105 0.002 4.774 0.449 C22 OWB 28 OWB N26 N5 N 0 1 N N N 90.790 89.401 4.335 6.323 -1.180 0.640 N26 OWB 29 OWB H1 H1 H 0 1 N N N 93.234 87.854 -4.445 -3.731 -3.182 2.578 H1 OWB 30 OWB H2 H2 H 0 1 N N N 90.932 88.275 -3.697 -5.155 -2.096 0.891 H2 OWB 31 OWB H3 H3 H 0 1 N N N 92.012 87.023 0.253 -1.700 -1.255 -1.484 H3 OWB 32 OWB H4 H4 H 0 1 N N N 94.956 87.116 -2.852 -1.298 -3.314 2.239 H4 OWB 33 OWB H5 H5 H 0 1 N N N 92.696 87.531 1.099 2.632 -2.162 0.021 H5 OWB 34 OWB H6 H6 H 0 1 N N N 97.078 87.483 5.062 -1.929 1.493 0.440 H6 OWB 35 OWB H7 H7 H 0 1 N N N 97.155 84.015 2.540 1.799 3.620 0.299 H7 OWB 36 OWB H8 H8 H 0 1 N N N 92.340 87.200 4.739 4.653 0.928 0.444 H8 OWB 37 OWB H9 H9 H 0 1 N N N 92.890 89.519 4.331 4.571 -1.143 1.798 H9 OWB 38 OWB H10 H10 H 0 1 N N N 92.122 89.460 2.708 4.472 -2.116 0.311 H10 OWB 39 OWB H11 H11 H 0 1 N N N 89.674 89.152 2.562 6.358 -2.212 -1.189 H11 OWB 40 OWB H12 H12 H 0 1 N N N 88.711 89.151 4.079 7.842 -1.309 -0.805 H12 OWB 41 OWB H13 H13 H 0 1 N N N 88.913 86.870 3.123 6.636 0.827 -1.133 H13 OWB 42 OWB H14 H14 H 0 1 N N N 89.712 86.992 4.727 6.536 -0.184 -2.595 H14 OWB 43 OWB H15 H15 H 0 1 N N N 91.161 85.756 3.210 4.293 -0.964 -1.926 H15 OWB 44 OWB H16 H16 H 0 1 N N N 91.053 87.061 1.980 4.326 0.816 -1.999 H16 OWB 45 OWB H17 H17 H 0 1 N N N 89.882 87.548 -0.206 -4.103 -1.055 -2.303 H17 OWB 46 OWB H18 H18 H 0 1 N N N 86.815 88.891 -1.265 -7.130 -0.475 -2.241 H18 OWB 47 OWB H19 H19 H 0 1 N N N 87.460 87.534 -0.280 -6.827 1.168 -1.627 H19 OWB 48 OWB H20 H20 H 0 1 N N N 87.999 89.216 0.046 -5.803 0.498 -2.920 H20 OWB 49 OWB H21 H21 H 0 1 N N N 99.015 86.582 6.240 -3.078 3.664 0.592 H21 OWB 50 OWB H22 H22 H 0 1 N N N 99.046 83.192 3.846 0.524 5.720 0.456 H22 OWB 51 OWB H23 H23 H 0 1 N N N 90.691 90.396 4.341 6.735 -1.908 1.204 H23 OWB 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 OWB C1 C2 DOUB Y N 1 OWB C1 C6 SING Y N 2 OWB C2 C3 SING Y N 3 OWB O10 C8 DOUB N N 4 OWB C6 C5 DOUB Y N 5 OWB C8 N7 SING N N 6 OWB C8 C9 SING N N 7 OWB C3 N7 SING N N 8 OWB C3 C4 DOUB Y N 9 OWB C5 C4 SING Y N 10 OWB C5 O11 SING N N 11 OWB O11 C12 SING N N 12 OWB C12 N17 DOUB Y N 13 OWB C12 C13 SING Y N 14 OWB N17 C16 SING Y N 15 OWB C13 C14 DOUB Y N 16 OWB C16 C18 SING N N 17 OWB C16 N15 DOUB Y N 18 OWB C14 C24 SING N N 19 OWB C14 N15 SING Y N 20 OWB C29 C28 SING N N 21 OWB C29 C24 SING N N 22 OWB C23 C18 DOUB Y N 23 OWB C23 C22 SING Y N 24 OWB C27 C28 SING N N 25 OWB C27 N26 SING N N 26 OWB C24 C25 SING N N 27 OWB C18 C19 SING Y N 28 OWB C25 N26 SING N N 29 OWB C22 N21 DOUB Y N 30 OWB C19 C20 DOUB Y N 31 OWB N21 C20 SING Y N 32 OWB C1 H1 SING N N 33 OWB C2 H2 SING N N 34 OWB C4 H3 SING N N 35 OWB C6 H4 SING N N 36 OWB C13 H5 SING N N 37 OWB C19 H6 SING N N 38 OWB C23 H7 SING N N 39 OWB C24 H8 SING N N 40 OWB C25 H9 SING N N 41 OWB C25 H10 SING N N 42 OWB C27 H11 SING N N 43 OWB C27 H12 SING N N 44 OWB C28 H13 SING N N 45 OWB C28 H14 SING N N 46 OWB C29 H15 SING N N 47 OWB C29 H16 SING N N 48 OWB N7 H17 SING N N 49 OWB C9 H18 SING N N 50 OWB C9 H19 SING N N 51 OWB C9 H20 SING N N 52 OWB C20 H21 SING N N 53 OWB C22 H22 SING N N 54 OWB N26 H23 SING N N 55 # # 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 OWB InChI InChI 1.03 "InChI=1S/C22H23N5O2/c1-15(28)25-18-5-2-6-19(12-18)29-21-13-20(17-4-3-9-24-14-17)26-22(27-21)16-7-10-23-11-8-16/h2,5-8,10-13,17,24H,3-4,9,14H2,1H3,(H,25,28)/t17-/m1/s1" OWB InChIKey InChI 1.03 KUZQQGDXOKMLJL-QGZVFWFLSA-N OWB SMILES_CANONICAL CACTVS 3.385 "CC(=O)Nc1cccc(Oc2cc(nc(n2)c3ccncc3)[C@@H]4CCCNC4)c1" OWB SMILES CACTVS 3.385 "CC(=O)Nc1cccc(Oc2cc(nc(n2)c3ccncc3)[CH]4CCCNC4)c1" OWB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)Nc1cccc(c1)Oc2cc(nc(n2)c3ccncc3)[C@@H]4CCCNC4" OWB SMILES "OpenEye OEToolkits" 2.0.7 "CC(=O)Nc1cccc(c1)Oc2cc(nc(n2)c3ccncc3)C4CCCNC4" # _pdbx_chem_comp_identifier.comp_id OWB _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "~{N}-[3-[6-[(3~{R})-piperidin-3-yl]-2-pyridin-4-yl-pyrimidin-4-yl]oxyphenyl]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 OWB "Create component" 2020-04-06 PDBE OWB "Initial release" 2020-07-01 RCSB ##