data_5UJ # _chem_comp.id 5UJ _chem_comp.name "8-[4-[2-[4-[3,5-bis(chloranyl)phenyl]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 H22 Cl2 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 469.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5UJ _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 5F3I _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 5UJ C4 C1 C 0 1 Y N N 8.981 -55.763 -30.065 7.941 -0.949 -0.243 C4 5UJ 1 5UJ C5 C2 C 0 1 Y N N 8.163 -56.438 -30.944 8.261 0.389 -0.103 C5 5UJ 2 5UJ C6 C3 C 0 1 N N N 6.961 -55.746 -26.862 4.166 -0.827 -0.220 C6 5UJ 3 5UJ C3 C4 C 0 1 Y N N 8.625 -55.551 -28.749 6.615 -1.343 -0.280 C3 5UJ 4 5UJ C2 C5 C 0 1 Y N N 7.404 -56.022 -28.284 5.610 -0.398 -0.178 C2 5UJ 5 5UJ C1 C6 C 0 1 Y N N 6.571 -56.712 -29.155 5.930 0.939 -0.039 C1 5UJ 6 5UJ C C7 C 0 1 Y N N 6.960 -56.904 -30.463 7.256 1.334 -0.002 C 5UJ 7 5UJ O O1 O 0 1 N N N 2.097 -54.934 -15.039 -10.097 -0.063 -1.056 O 5UJ 8 5UJ C20 C8 C 0 1 N N N 3.010 -54.971 -15.855 -9.017 -0.463 -0.665 C20 5UJ 9 5UJ C17 C9 C 0 1 Y N N 3.776 -53.798 -16.266 -7.888 0.456 -0.461 C17 5UJ 10 5UJ C16 C10 C 0 1 Y N N 3.575 -52.569 -15.645 -7.976 1.828 -0.697 C16 5UJ 11 5UJ C15 C11 C 0 1 Y N N 4.367 -51.512 -16.041 -6.859 2.608 -0.475 C15 5UJ 12 5UJ N3 N1 N 0 1 Y N N 5.291 -51.588 -17.006 -5.724 2.082 -0.049 N3 5UJ 13 5UJ N5 N2 N 0 1 N N N 3.345 -56.118 -16.476 -8.805 -1.773 -0.395 N5 5UJ 14 5UJ C19 C12 C 0 1 N N N 4.308 -56.185 -17.424 -7.591 -2.201 0.040 C19 5UJ 15 5UJ N4 N3 N 0 1 N N N 5.013 -55.166 -17.858 -6.576 -1.411 0.224 N4 5UJ 16 5UJ C18 C13 C 0 1 Y N N 4.741 -53.949 -17.273 -6.664 -0.081 -0.006 C18 5UJ 17 5UJ C14 C14 C 0 1 Y N N 5.432 -52.767 -17.617 -5.582 0.792 0.191 C14 5UJ 18 5UJ N1 N4 N 0 1 Y N N 6.221 -52.732 -18.792 -4.356 0.295 0.640 N1 5UJ 19 5UJ C12 C15 C 0 1 Y N N 6.360 -53.698 -19.723 -3.139 0.863 0.434 C12 5UJ 20 5UJ N2 N5 N 0 1 Y N N 6.881 -51.592 -19.139 -4.163 -0.873 1.387 N2 5UJ 21 5UJ C13 C16 C 0 1 Y N N 7.420 -51.874 -20.313 -2.882 -1.006 1.617 C13 5UJ 22 5UJ C11 C17 C 0 1 Y N N 7.126 -53.183 -20.740 -2.214 0.073 1.028 C11 5UJ 23 5UJ C10 C18 C 0 1 N N N 7.510 -53.867 -22.027 -0.727 0.314 1.050 C10 5UJ 24 5UJ C9 C19 C 0 1 N N N 6.421 -53.751 -23.080 -0.083 -0.358 -0.165 C9 5UJ 25 5UJ N N6 N 0 1 N N N 6.846 -54.102 -24.440 1.367 -0.124 -0.143 N 5UJ 26 5UJ C8 C20 C 0 1 N N N 5.684 -54.239 -25.318 1.987 -0.546 -1.405 C8 5UJ 27 5UJ C7 C21 C 0 1 N N N 6.112 -54.483 -26.755 3.467 -0.155 -1.404 C7 5UJ 28 5UJ C21 C22 C 0 1 N N N 7.611 -55.352 -24.465 1.991 -0.793 1.005 C21 5UJ 29 5UJ C22 C23 C 0 1 N N N 8.119 -55.655 -25.871 3.471 -0.409 1.078 C22 5UJ 30 5UJ CL1 CL1 CL 0 0 N N N 10.506 -55.147 -30.635 9.202 -2.135 -0.378 CL1 5UJ 31 5UJ CL CL2 CL 0 0 N N N 5.889 -57.747 -31.545 7.657 3.013 0.173 CL 5UJ 32 5UJ H1 H1 H 0 1 N N N 8.454 -56.596 -31.972 9.296 0.697 -0.074 H1 5UJ 33 5UJ H2 H2 H 0 1 N N N 6.329 -56.590 -26.547 4.110 -1.910 -0.331 H2 5UJ 34 5UJ H3 H3 H 0 1 N N N 9.292 -55.022 -28.084 6.364 -2.388 -0.389 H3 5UJ 35 5UJ H4 H4 H 0 1 N N N 5.623 -57.096 -28.809 5.145 1.676 0.040 H4 5UJ 36 5UJ H5 H5 H 0 1 N N N 2.824 -52.447 -14.879 -8.898 2.270 -1.045 H5 5UJ 37 5UJ H6 H6 H 0 1 N N N 4.233 -50.564 -15.541 -6.914 3.671 -0.654 H6 5UJ 38 5UJ H7 H7 H 0 1 N N N 2.861 -56.957 -16.226 -9.526 -2.412 -0.513 H7 5UJ 39 5UJ H8 H8 H 0 1 N N N 4.513 -57.153 -17.858 -7.463 -3.254 0.245 H8 5UJ 40 5UJ H9 H9 H 0 1 N N N 5.945 -54.694 -19.677 -2.945 1.778 -0.105 H9 5UJ 41 5UJ H10 H10 H 0 1 N N N 8.019 -51.178 -20.881 -2.419 -1.810 2.169 H10 5UJ 42 5UJ H11 H11 H 0 1 N N N 7.694 -54.932 -21.822 -0.532 1.386 1.017 H11 5UJ 43 5UJ H12 H12 H 0 1 N N N 8.430 -53.404 -22.415 -0.305 -0.104 1.963 H12 5UJ 44 5UJ H13 H13 H 0 1 N N N 6.063 -52.711 -23.090 -0.278 -1.430 -0.132 H13 5UJ 45 5UJ H14 H14 H 0 1 N N N 5.596 -54.420 -22.795 -0.505 0.060 -1.078 H14 5UJ 46 5UJ H16 H16 H 0 1 N N N 5.088 -53.316 -25.272 1.897 -1.627 -1.510 H16 5UJ 47 5UJ H17 H17 H 0 1 N N N 5.073 -55.087 -24.976 1.483 -0.057 -2.239 H17 5UJ 48 5UJ H18 H18 H 0 1 N N N 6.700 -53.623 -27.107 3.557 0.928 -1.313 H18 5UJ 49 5UJ H19 H19 H 0 1 N N N 5.216 -54.597 -27.383 3.930 -0.482 -2.335 H19 5UJ 50 5UJ H20 H20 H 0 1 N N N 6.964 -56.176 -24.131 1.490 -0.483 1.923 H20 5UJ 51 5UJ H21 H21 H 0 1 N N N 8.470 -55.261 -23.784 1.902 -1.873 0.889 H21 5UJ 52 5UJ H22 H22 H 0 1 N N N 8.659 -56.613 -25.860 3.938 -0.918 1.922 H22 5UJ 53 5UJ H23 H23 H 0 1 N N N 8.802 -54.853 -26.188 3.561 0.669 1.208 H23 5UJ 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 5UJ CL C SING N N 1 5UJ C5 C DOUB Y N 2 5UJ C5 C4 SING Y N 3 5UJ CL1 C4 SING N N 4 5UJ C C1 SING Y N 5 5UJ C4 C3 DOUB Y N 6 5UJ C1 C2 DOUB Y N 7 5UJ C3 C2 SING Y N 8 5UJ C2 C6 SING N N 9 5UJ C6 C7 SING N N 10 5UJ C6 C22 SING N N 11 5UJ C7 C8 SING N N 12 5UJ C22 C21 SING N N 13 5UJ C8 N SING N N 14 5UJ C21 N SING N N 15 5UJ N C9 SING N N 16 5UJ C9 C10 SING N N 17 5UJ C10 C11 SING N N 18 5UJ C11 C13 SING Y N 19 5UJ C11 C12 DOUB Y N 20 5UJ C13 N2 DOUB Y N 21 5UJ C12 N1 SING Y N 22 5UJ N2 N1 SING Y N 23 5UJ N1 C14 SING N N 24 5UJ N4 C19 DOUB N N 25 5UJ N4 C18 SING N N 26 5UJ C14 C18 DOUB Y N 27 5UJ C14 N3 SING Y N 28 5UJ C19 N5 SING N N 29 5UJ C18 C17 SING Y N 30 5UJ N3 C15 DOUB Y N 31 5UJ N5 C20 SING N N 32 5UJ C17 C20 SING N N 33 5UJ C17 C16 DOUB Y N 34 5UJ C15 C16 SING Y N 35 5UJ C20 O DOUB N N 36 5UJ C5 H1 SING N N 37 5UJ C6 H2 SING N N 38 5UJ C3 H3 SING N N 39 5UJ C1 H4 SING N N 40 5UJ C16 H5 SING N N 41 5UJ C15 H6 SING N N 42 5UJ N5 H7 SING N N 43 5UJ C19 H8 SING N N 44 5UJ C12 H9 SING N N 45 5UJ C13 H10 SING N N 46 5UJ C10 H11 SING N N 47 5UJ C10 H12 SING N N 48 5UJ C9 H13 SING N N 49 5UJ C9 H14 SING N N 50 5UJ C8 H16 SING N N 51 5UJ C8 H17 SING N N 52 5UJ C7 H18 SING N N 53 5UJ C7 H19 SING N N 54 5UJ C21 H20 SING N N 55 5UJ C21 H21 SING N N 56 5UJ C22 H22 SING N N 57 5UJ C22 H23 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 5UJ InChI InChI 1.03 "InChI=1S/C23H22Cl2N6O/c24-18-9-17(10-19(25)11-18)16-3-7-30(8-4-16)6-2-15-12-29-31(13-15)22-21-20(1-5-26-22)23(32)28-14-27-21/h1,5,9-14,16H,2-4,6-8H2,(H,27,28,32)" 5UJ InChIKey InChI 1.03 RLRGPZGIQMEBLC-UHFFFAOYSA-N 5UJ SMILES_CANONICAL CACTVS 3.385 "Clc1cc(Cl)cc(c1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45" 5UJ SMILES CACTVS 3.385 "Clc1cc(Cl)cc(c1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45" 5UJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cnc(c2c1C(=O)NC=N2)n3cc(cn3)CCN4CCC(CC4)c5cc(cc(c5)Cl)Cl" 5UJ SMILES "OpenEye OEToolkits" 2.0.4 "c1cnc(c2c1C(=O)NC=N2)n3cc(cn3)CCN4CCC(CC4)c5cc(cc(c5)Cl)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 5UJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "8-[4-[2-[4-[3,5-bis(chloranyl)phenyl]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 5UJ "Create component" 2015-12-03 EBI 5UJ "Initial release" 2016-01-20 RCSB #