data_5UO # _chem_comp.id 5UO _chem_comp.name "8-[4-[2-[4-(4-chlorophenyl)piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-03 _chem_comp.pdbx_modified_date 2016-01-15 _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 434.921 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5UO _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 5F3E _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5UO C1 C1 C 0 1 N N N 4.191 -56.732 -17.363 -7.064 2.108 0.273 C1 5UO 1 5UO N2 N1 N 0 1 Y N N 6.114 -53.274 -18.883 -3.801 -0.236 -0.683 N2 5UO 2 5UO C3 C2 C 0 1 Y N N 5.354 -53.334 -17.683 -5.023 -0.808 -0.321 C3 5UO 3 5UO C4 C3 C 0 1 Y N N 7.153 -52.376 -20.507 -2.338 1.212 -1.446 C4 5UO 4 5UO C5 C4 C 0 1 Y N N 7.047 -53.737 -20.820 -1.660 0.063 -1.022 C5 5UO 5 5UO C6 C5 C 0 1 N N N 7.490 -54.440 -22.077 -0.170 -0.156 -1.073 C6 5UO 6 5UO C9 C6 C 0 1 N N N 8.053 -56.530 -25.786 4.019 0.606 -0.972 C9 5UO 7 5UO C10 C7 C 0 1 N N N 7.069 -56.339 -26.936 4.706 0.832 0.377 C10 5UO 8 5UO C11 C8 C 0 1 Y N N 7.625 -56.771 -28.276 6.155 0.429 0.279 C11 5UO 9 5UO C12 C9 C 0 1 Y N N 8.696 -56.103 -28.854 7.148 1.358 0.526 C12 5UO 10 5UO C13 C10 C 0 1 Y N N 9.203 -56.491 -30.080 8.477 0.989 0.437 C13 5UO 11 5UO C18 C11 C 0 1 N N N 6.018 -54.515 -25.567 2.526 0.354 1.497 C18 5UO 12 5UO C19 C12 C 0 1 Y N N 6.382 -54.282 -19.738 -2.579 -0.816 -0.558 C19 5UO 13 5UO C20 C13 C 0 1 Y N N 4.350 -52.035 -16.092 -6.283 -2.716 0.056 C20 5UO 14 5UO C21 C14 C 0 1 Y N N 3.551 -53.067 -15.654 -7.409 -1.990 0.386 C21 5UO 15 5UO N1 N2 N 0 1 N N N 4.890 -55.732 -17.848 -6.041 1.365 -0.027 N1 5UO 16 5UO C2 C15 C 0 1 Y N N 4.647 -54.501 -17.286 -6.116 0.014 -0.002 C2 5UO 17 5UO C7 C16 C 0 1 N N N 6.521 -54.220 -23.226 0.462 0.334 0.232 C7 5UO 18 5UO C8 C17 C 0 1 N N N 7.443 -56.081 -24.464 2.535 0.960 -0.850 C8 5UO 19 5UO C14 C18 C 0 1 Y N N 8.631 -57.558 -30.733 8.813 -0.311 0.100 C14 5UO 20 5UO N3 N3 N 0 1 Y N N 6.597 -52.084 -19.348 -3.618 1.033 -1.246 N3 5UO 21 5UO C15 C19 C 0 1 Y N N 7.569 -58.241 -30.188 7.818 -1.240 -0.147 C15 5UO 22 5UO CL CL1 CL 0 0 N N N 9.268 -58.058 -32.273 10.482 -0.774 -0.019 CL 5UO 23 5UO C16 C20 C 0 1 Y N N 7.073 -57.843 -28.961 6.489 -0.871 -0.052 C16 5UO 24 5UO C17 C21 C 0 1 N N N 6.573 -54.897 -26.932 4.010 -0.017 1.444 C17 5UO 25 5UO N4 N4 N 0 1 N N N 7.032 -54.676 -24.522 1.914 0.120 0.182 N4 5UO 26 5UO N5 N5 N 0 1 Y N N 5.242 -52.148 -17.081 -5.152 -2.121 -0.280 N5 5UO 27 5UO C22 C22 C 0 1 Y N N 3.716 -54.310 -16.257 -7.336 -0.598 0.360 C22 5UO 28 5UO C C23 C 0 1 N N N 2.941 -55.461 -15.795 -8.476 0.268 0.693 C 5UO 29 5UO O O1 O 0 1 N N N 2.035 -55.362 -14.977 -9.554 -0.198 1.012 O 5UO 30 5UO N N6 N 0 1 N N N 3.257 -56.629 -16.393 -8.275 1.607 0.631 N 5UO 31 5UO H1 H1 H 0 1 N N N 4.378 -57.714 -17.772 -6.944 3.181 0.240 H1 5UO 32 5UO H2 H2 H 0 1 N N N 7.635 -51.648 -21.143 -1.882 2.095 -1.869 H2 5UO 33 5UO H3 H3 H 0 1 N N N 7.561 -55.519 -21.874 0.036 -1.219 -1.200 H3 5UO 34 5UO H4 H4 H 0 1 N N N 8.479 -54.056 -22.368 0.250 0.399 -1.911 H4 5UO 35 5UO H5 H5 H 0 1 N N N 8.321 -57.594 -25.715 4.483 1.240 -1.728 H5 5UO 36 5UO H6 H6 H 0 1 N N N 8.958 -55.937 -25.985 4.122 -0.440 -1.263 H6 5UO 37 5UO H7 H7 H 0 1 N N N 6.199 -56.979 -26.725 4.638 1.886 0.649 H7 5UO 38 5UO H8 H8 H 0 1 N N N 9.141 -55.266 -28.337 6.886 2.372 0.789 H8 5UO 39 5UO H9 H9 H 0 1 N N N 10.037 -55.964 -30.519 9.254 1.714 0.629 H9 5UO 40 5UO H10 H10 H 0 1 N N N 5.692 -53.465 -25.593 2.024 -0.259 2.245 H10 5UO 41 5UO H11 H11 H 0 1 N N N 5.158 -55.160 -25.335 2.424 1.407 1.762 H11 5UO 42 5UO H12 H12 H 0 1 N N N 6.125 -55.322 -19.602 -2.376 -1.799 -0.161 H12 5UO 43 5UO H13 H13 H 0 1 N N N 4.250 -51.075 -15.607 -6.326 -3.795 0.074 H13 5UO 44 5UO H14 H14 H 0 1 N N N 2.823 -52.917 -14.871 -8.327 -2.490 0.658 H14 5UO 45 5UO H15 H15 H 0 1 N N N 6.305 -53.144 -23.297 0.255 1.396 0.359 H15 5UO 46 5UO H16 H16 H 0 1 N N N 5.592 -54.767 -23.007 0.041 -0.221 1.070 H16 5UO 47 5UO H17 H17 H 0 1 N N N 6.563 -56.704 -24.245 2.434 2.009 -0.574 H17 5UO 48 5UO H18 H18 H 0 1 N N N 8.188 -56.204 -23.664 2.040 0.786 -1.805 H18 5UO 49 5UO H19 H19 H 0 1 N N N 7.129 -59.077 -30.712 8.079 -2.254 -0.410 H19 5UO 50 5UO H20 H20 H 0 1 N N N 6.240 -58.377 -28.528 5.712 -1.596 -0.244 H20 5UO 51 5UO H21 H21 H 0 1 N N N 7.410 -54.228 -27.180 4.112 -1.073 1.193 H21 5UO 52 5UO H22 H22 H 0 1 N N N 5.780 -54.787 -27.686 4.467 0.172 2.415 H22 5UO 53 5UO H24 H24 H 0 1 N N N 2.777 -57.457 -16.104 -9.001 2.212 0.848 H24 5UO 54 # 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 5UO CL C14 SING N N 1 5UO C14 C15 DOUB Y N 2 5UO C14 C13 SING Y N 3 5UO C15 C16 SING Y N 4 5UO C13 C12 DOUB Y N 5 5UO C16 C11 DOUB Y N 6 5UO C12 C11 SING Y N 7 5UO C11 C10 SING N N 8 5UO C10 C17 SING N N 9 5UO C10 C9 SING N N 10 5UO C17 C18 SING N N 11 5UO C9 C8 SING N N 12 5UO C18 N4 SING N N 13 5UO N4 C8 SING N N 14 5UO N4 C7 SING N N 15 5UO C7 C6 SING N N 16 5UO C6 C5 SING N N 17 5UO C5 C4 SING Y N 18 5UO C5 C19 DOUB Y N 19 5UO C4 N3 DOUB Y N 20 5UO C19 N2 SING Y N 21 5UO N3 N2 SING Y N 22 5UO N2 C3 SING N N 23 5UO N1 C1 DOUB N N 24 5UO N1 C2 SING N N 25 5UO C3 C2 DOUB Y N 26 5UO C3 N5 SING Y N 27 5UO C1 N SING N N 28 5UO C2 C22 SING Y N 29 5UO N5 C20 DOUB Y N 30 5UO N C SING N N 31 5UO C22 C SING N N 32 5UO C22 C21 DOUB Y N 33 5UO C20 C21 SING Y N 34 5UO C O DOUB N N 35 5UO C1 H1 SING N N 36 5UO C4 H2 SING N N 37 5UO C6 H3 SING N N 38 5UO C6 H4 SING N N 39 5UO C9 H5 SING N N 40 5UO C9 H6 SING N N 41 5UO C10 H7 SING N N 42 5UO C12 H8 SING N N 43 5UO C13 H9 SING N N 44 5UO C18 H10 SING N N 45 5UO C18 H11 SING N N 46 5UO C19 H12 SING N N 47 5UO C20 H13 SING N N 48 5UO C21 H14 SING N N 49 5UO C7 H15 SING N N 50 5UO C7 H16 SING N N 51 5UO C8 H17 SING N N 52 5UO C8 H18 SING N N 53 5UO C15 H19 SING N N 54 5UO C16 H20 SING N N 55 5UO C17 H21 SING N N 56 5UO C17 H22 SING N N 57 5UO N H24 SING N N 58 # 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 5UO InChI InChI 1.03 "InChI=1S/C23H23ClN6O/c24-19-3-1-17(2-4-19)18-7-11-29(12-8-18)10-6-16-13-28-30(14-16)22-21-20(5-9-25-22)23(31)27-15-26-21/h1-5,9,13-15,18H,6-8,10-12H2,(H,26,27,31)" 5UO InChIKey InChI 1.03 SQDIBEJSOSAPGF-UHFFFAOYSA-N 5UO SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(cc1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45" 5UO SMILES CACTVS 3.385 "Clc1ccc(cc1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45" 5UO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1C2CCN(CC2)CCc3cnn(c3)c4c5c(ccn4)C(=O)NC=N5)Cl" 5UO SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1C2CCN(CC2)CCc3cnn(c3)c4c5c(ccn4)C(=O)NC=N5)Cl" # 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 5UO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "8-[4-[2-[4-(4-chlorophenyl)piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5UO "Create component" 2015-12-03 EBI 5UO "Initial release" 2016-01-20 RCSB #