data_5UL # _chem_comp.id 5UL _chem_comp.name "8-[4-[2-[4-[(4-chlorophenyl)methyl]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 "C24 H25 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 448.948 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5UL _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 5F3G _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 5UL C1 C1 C 0 1 Y N N -17.821 -16.405 -29.783 -7.514 1.075 -1.054 C1 5UL 1 5UL C2 C2 C 0 1 Y N N -18.818 -16.921 -28.977 -6.792 -0.100 -0.960 C2 5UL 2 5UL N3 N1 N 0 1 Y N N -23.191 -12.255 -17.465 4.576 2.124 -0.516 N3 5UL 3 5UL C4 C3 C 0 1 N N N -21.243 -17.315 -28.414 -5.866 -2.011 0.365 C4 5UL 4 5UL C7 C4 C 0 1 N N N -20.785 -15.014 -25.312 -2.146 -2.659 1.110 C7 5UL 5 5UL C9 C5 C 0 1 N N N -21.444 -14.988 -22.430 0.393 -1.228 -1.265 C9 5UL 6 5UL C10 C6 C 0 1 Y N N -21.652 -14.225 -21.147 1.879 -1.014 -1.137 C10 5UL 7 5UL C11 C7 C 0 1 Y N N -22.394 -14.616 -20.062 2.487 0.127 -0.742 C11 5UL 8 5UL C12 C8 C 0 1 Y N N -21.223 -12.927 -20.815 2.872 -1.964 -1.401 C12 5UL 9 5UL C13 C9 C 0 1 Y N N -23.122 -13.489 -17.975 4.818 0.830 -0.420 C13 5UL 10 5UL C14 C10 C 0 1 Y N N -24.037 -12.083 -16.442 5.475 3.043 -0.207 C14 5UL 11 5UL C16 C11 C 0 1 Y N N -24.693 -14.365 -16.439 7.050 1.345 0.360 C16 5UL 12 5UL C17 C12 C 0 1 Y N N -23.808 -14.619 -17.495 6.073 0.383 0.024 C17 5UL 13 5UL C18 C13 C 0 1 N N N -24.322 -16.841 -17.462 7.544 -1.324 0.554 C18 5UL 14 5UL C20 C14 C 0 1 N N N -22.574 -16.501 -24.852 -2.313 -0.674 -0.270 C20 5UL 15 5UL C23 C15 C 0 1 Y N N -19.488 -15.454 -31.216 -7.959 0.989 1.299 C23 5UL 16 5UL O O1 O 0 1 N N N -26.328 -15.353 -15.033 9.246 1.647 1.130 O 5UL 17 5UL C19 C16 C 0 1 N N N -25.469 -15.478 -15.898 8.361 0.869 0.825 C19 5UL 18 5UL C15 C17 C 0 1 Y N N -24.816 -13.086 -15.904 6.735 2.697 0.238 C15 5UL 19 5UL N5 N2 N 0 1 N N N -25.216 -16.674 -16.459 8.543 -0.471 0.899 N5 5UL 20 5UL N4 N3 N 0 1 N N N -23.616 -15.883 -18.012 6.376 -0.931 0.141 N4 5UL 21 5UL N1 N4 N 0 1 Y N N -22.401 -13.590 -19.187 3.828 -0.093 -0.761 N1 5UL 22 5UL N2 N5 N 0 1 Y N N -21.673 -12.532 -19.637 4.038 -1.414 -1.178 N2 5UL 23 5UL C8 C18 C 0 1 N N N -22.353 -14.469 -23.531 -0.165 -1.740 0.065 C8 5UL 24 5UL N N6 N 0 1 N N N -22.163 -15.100 -24.842 -1.614 -1.949 -0.060 N 5UL 25 5UL C6 C19 C 0 1 N N N -20.688 -15.480 -26.759 -3.623 -2.986 0.882 C6 5UL 26 5UL C21 C20 C 0 1 N N N -22.558 -17.051 -26.271 -3.795 -0.942 -0.539 C21 5UL 27 5UL C5 C21 C 0 1 N N N -21.194 -16.906 -26.937 -4.400 -1.686 0.655 C5 5UL 28 5UL C3 C22 C 0 1 Y N N -20.157 -16.719 -29.275 -6.654 -0.730 0.263 C3 5UL 29 5UL C22 C23 C 0 1 Y N N -20.474 -15.974 -30.401 -7.237 -0.185 1.392 C22 5UL 30 5UL C C24 C 0 1 Y N N -18.170 -15.678 -30.897 -8.093 1.623 0.077 C 5UL 31 5UL CL CL1 CL 0 0 N N N -16.921 -15.035 -31.925 -9.000 3.099 -0.041 CL 5UL 32 5UL H1 H1 H 0 1 N N N -16.781 -16.570 -29.541 -7.622 1.567 -2.009 H1 5UL 33 5UL H2 H2 H 0 1 N N N -18.550 -17.491 -28.100 -6.337 -0.526 -1.841 H2 5UL 34 5UL H3 H3 H 0 1 N N N -22.214 -17.001 -28.823 -5.939 -2.558 -0.575 H3 5UL 35 5UL H4 H4 H 0 1 N N N -21.159 -18.410 -28.468 -6.270 -2.622 1.173 H4 5UL 36 5UL H5 H5 H 0 1 N N N -20.147 -15.651 -24.682 -1.587 -3.583 1.259 H5 5UL 37 5UL H6 H6 H 0 1 N N N -20.443 -13.971 -25.243 -2.046 -2.029 1.994 H6 5UL 38 5UL H7 H7 H 0 1 N N N -21.664 -16.051 -22.255 -0.090 -0.285 -1.522 H7 5UL 39 5UL H8 H8 H 0 1 N N N -20.397 -14.877 -22.747 0.197 -1.961 -2.047 H8 5UL 40 5UL H9 H9 H 0 1 N N N -22.883 -15.570 -19.932 1.996 1.048 -0.462 H9 5UL 41 5UL H10 H10 H 0 1 N N N -20.596 -12.321 -21.452 2.705 -2.978 -1.733 H10 5UL 42 5UL H11 H11 H 0 1 N N N -24.115 -11.096 -16.010 5.218 4.087 -0.306 H11 5UL 43 5UL H12 H12 H 0 1 N N N -24.179 -17.843 -17.839 7.729 -2.386 0.628 H12 5UL 44 5UL H13 H13 H 0 1 N N N -23.592 -16.583 -24.444 -2.212 -0.054 0.620 H13 5UL 45 5UL H14 H14 H 0 1 N N N -21.881 -17.086 -24.229 -1.876 -0.157 -1.124 H14 5UL 46 5UL H15 H15 H 0 1 N N N -19.749 -14.879 -32.092 -8.411 1.417 2.182 H15 5UL 47 5UL H16 H16 H 0 1 N N N -25.500 -12.885 -15.093 7.460 3.458 0.486 H16 5UL 48 5UL H17 H17 H 0 1 N N N -25.710 -17.475 -16.120 9.395 -0.825 1.201 H17 5UL 49 5UL H18 H18 H 0 1 N N N -22.172 -13.390 -23.642 0.317 -2.684 0.322 H18 5UL 50 5UL H19 H19 H 0 1 N N N -23.395 -14.636 -23.220 0.031 -1.007 0.847 H19 5UL 51 5UL H21 H21 H 0 1 N N N -19.636 -15.435 -27.076 -3.723 -3.628 0.006 H21 5UL 52 5UL H22 H22 H 0 1 N N N -21.290 -14.809 -27.389 -4.021 -3.500 1.757 H22 5UL 53 5UL H23 H23 H 0 1 N N N -23.303 -16.506 -26.869 -4.317 0.004 -0.680 H23 5UL 54 5UL H24 H24 H 0 1 N N N -22.824 -18.118 -26.239 -3.897 -1.551 -1.438 H24 5UL 55 5UL H25 H25 H 0 1 N N N -20.493 -17.581 -26.424 -4.333 -1.062 1.545 H25 5UL 56 5UL H26 H26 H 0 1 N N N -21.511 -15.797 -30.645 -7.131 -0.680 2.346 H26 5UL 57 # 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 5UL CL C SING N N 1 5UL C23 C DOUB Y N 2 5UL C23 C22 SING Y N 3 5UL C C1 SING Y N 4 5UL C22 C3 DOUB Y N 5 5UL C1 C2 DOUB Y N 6 5UL C3 C2 SING Y N 7 5UL C3 C4 SING N N 8 5UL C4 C5 SING N N 9 5UL C5 C6 SING N N 10 5UL C5 C21 SING N N 11 5UL C6 C7 SING N N 12 5UL C21 C20 SING N N 13 5UL C7 N SING N N 14 5UL C20 N SING N N 15 5UL N C8 SING N N 16 5UL C8 C9 SING N N 17 5UL C9 C10 SING N N 18 5UL C10 C12 SING Y N 19 5UL C10 C11 DOUB Y N 20 5UL C12 N2 DOUB Y N 21 5UL C11 N1 SING Y N 22 5UL N2 N1 SING Y N 23 5UL N1 C13 SING N N 24 5UL N4 C17 SING N N 25 5UL N4 C18 DOUB N N 26 5UL C13 C17 DOUB Y N 27 5UL C13 N3 SING Y N 28 5UL C17 C16 SING Y N 29 5UL N3 C14 DOUB Y N 30 5UL C18 N5 SING N N 31 5UL N5 C19 SING N N 32 5UL C14 C15 SING Y N 33 5UL C16 C15 DOUB Y N 34 5UL C16 C19 SING N N 35 5UL C19 O DOUB N N 36 5UL C1 H1 SING N N 37 5UL C2 H2 SING N N 38 5UL C4 H3 SING N N 39 5UL C4 H4 SING N N 40 5UL C7 H5 SING N N 41 5UL C7 H6 SING N N 42 5UL C9 H7 SING N N 43 5UL C9 H8 SING N N 44 5UL C11 H9 SING N N 45 5UL C12 H10 SING N N 46 5UL C14 H11 SING N N 47 5UL C18 H12 SING N N 48 5UL C20 H13 SING N N 49 5UL C20 H14 SING N N 50 5UL C23 H15 SING N N 51 5UL C15 H16 SING N N 52 5UL N5 H17 SING N N 53 5UL C8 H18 SING N N 54 5UL C8 H19 SING N N 55 5UL C6 H21 SING N N 56 5UL C6 H22 SING N N 57 5UL C21 H23 SING N N 58 5UL C21 H24 SING N N 59 5UL C5 H25 SING N N 60 5UL C22 H26 SING N N 61 # 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 5UL InChI InChI 1.03 "InChI=1S/C24H25ClN6O/c25-20-3-1-17(2-4-20)13-18-6-10-30(11-7-18)12-8-19-14-29-31(15-19)23-22-21(5-9-26-23)24(32)28-16-27-22/h1-5,9,14-16,18H,6-8,10-13H2,(H,27,28,32)" 5UL InChIKey InChI 1.03 MIHKHZZRKYZHJU-UHFFFAOYSA-N 5UL SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(CC2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45)cc1" 5UL SMILES CACTVS 3.385 "Clc1ccc(CC2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45)cc1" 5UL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CC2CCN(CC2)CCc3cnn(c3)c4c5c(ccn4)C(=O)NC=N5)Cl" 5UL SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CC2CCN(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 5UL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "8-[4-[2-[4-[(4-chlorophenyl)methyl]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 5UL "Create component" 2015-12-03 EBI 5UL "Initial release" 2016-01-20 RCSB #