data_U52 # _chem_comp.id U52 _chem_comp.name "2-[6-[[5-chloranyl-2-[(3~{S},5~{R})-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]amino]-1-methyl-2-oxidanylidene-quinolin-3-yl]oxy-~{N}-methyl-ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 Cl N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-18 _chem_comp.pdbx_modified_date 2017-09-29 _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 484.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U52 _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 5MW2 _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 U52 C4 C1 C 0 1 N N N 7.607 13.418 13.702 -5.024 -1.924 -1.313 C4 U52 1 U52 C5 C2 C 0 1 N N N 8.655 14.478 13.948 -3.851 -1.010 -1.068 C5 U52 2 U52 C8 C3 C 0 1 N N N 12.169 17.195 9.715 -3.194 4.383 1.792 C8 U52 3 U52 C10 C4 C 0 1 N N N 10.687 15.980 11.225 -3.711 2.266 0.724 C10 U52 4 U52 C13 C5 C 0 1 Y N N 13.538 19.508 13.009 0.782 3.871 0.606 C13 U52 5 U52 C15 C6 C 0 1 Y N N 12.126 17.760 12.142 -1.469 3.043 0.665 C15 U52 6 U52 C17 C7 C 0 1 Y N N 12.076 18.306 14.500 0.274 1.765 -0.444 C17 U52 7 U52 C22 C8 C 0 1 Y N N 14.776 20.010 15.941 3.113 1.345 -0.541 C22 U52 8 U52 C24 C9 C 0 1 Y N N 17.000 19.422 15.868 2.996 -0.931 -0.194 C24 U52 9 U52 C26 C10 C 0 1 Y N N 16.255 20.463 17.749 4.949 -0.084 -1.080 C26 U52 10 U52 C28 C11 C 0 1 N N N 17.836 18.305 13.824 3.047 -3.266 0.081 C28 U52 11 U52 C1 C12 C 0 1 N N N 6.405 11.496 14.610 -5.990 -3.963 -2.232 C1 U52 12 U52 N2 N1 N 0 1 N N N 7.369 12.577 14.702 -4.850 -3.075 -1.993 N2 U52 13 U52 O3 O1 O 0 1 N N N 7.015 13.366 12.626 -6.122 -1.626 -0.895 O3 U52 14 U52 O6 O2 O 0 1 N N N 9.221 14.795 12.657 -4.286 0.136 -0.333 O6 U52 15 U52 O7 O3 O 0 1 N N N 10.285 15.325 10.268 -4.868 2.425 1.073 O7 U52 16 U52 N9 N2 N 0 1 N N N 11.641 16.975 11.063 -2.790 3.193 1.039 N9 U52 17 U52 C11 C13 C 0 1 N N N 10.159 15.785 12.596 -3.344 1.067 -0.026 C11 U52 18 U52 C12 C14 C 0 1 N N N 10.608 16.517 13.619 -2.054 0.889 -0.416 C12 U52 19 U52 C14 C15 C 0 1 Y N N 13.108 18.731 11.946 -0.530 4.017 0.996 C14 U52 20 U52 C16 C16 C 0 1 Y N N 11.606 17.535 13.431 -1.066 1.912 -0.068 C16 U52 21 U52 C18 C17 C 0 1 Y N N 13.032 19.295 14.289 1.193 2.735 -0.091 C18 U52 22 U52 N19 N3 N 0 1 N N N 13.529 20.028 15.385 2.531 2.602 -0.480 N19 U52 23 U52 N20 N4 N 0 1 N N N 18.028 18.854 15.170 2.270 -2.030 0.235 N20 U52 24 U52 CL1 CL1 CL 0 0 N N N 13.698 21.257 18.135 5.321 2.557 -1.591 CL1 U52 25 U52 N23 N5 N 0 1 Y N N 15.786 19.427 15.272 2.444 0.271 -0.132 N23 U52 26 U52 N25 N6 N 0 1 Y N N 17.286 19.913 17.092 4.223 -1.111 -0.661 N25 U52 27 U52 C27 C18 C 0 1 Y N N 14.979 20.526 17.221 4.409 1.187 -1.038 C27 U52 28 U52 C29 C19 C 0 1 N N S 18.546 16.976 13.547 2.166 -4.470 0.426 C29 U52 29 U52 C30 C20 C 0 1 N N N 20.017 17.084 13.963 1.666 -4.334 1.867 C30 U52 30 U52 C31 C21 C 0 1 N N R 20.138 17.450 15.445 0.902 -3.015 2.011 C31 U52 31 U52 C32 C22 C 0 1 N N N 19.387 18.758 15.710 1.819 -1.854 1.621 C32 U52 32 U52 C33 C23 C 0 1 N N N 18.414 16.587 12.078 2.983 -5.756 0.288 C33 U52 33 U52 C34 C24 C 0 1 N N N 21.597 17.558 15.873 0.450 -2.843 3.463 C34 U52 34 U52 H1 H1 H 0 1 N N N 9.435 14.094 14.622 -3.090 -1.541 -0.497 H1 U52 35 U52 H2 H2 H 0 1 N N N 8.195 15.373 14.392 -3.433 -0.691 -2.023 H2 U52 36 U52 H3 H3 H 0 1 N N N 12.910 18.007 9.739 -4.263 4.335 2.000 H3 U52 37 U52 H4 H4 H 0 1 N N N 12.648 16.273 9.354 -2.642 4.424 2.731 H4 U52 38 U52 H5 H5 H 0 1 N N N 11.346 17.470 9.039 -2.978 5.275 1.205 H5 U52 39 U52 H6 H6 H 0 1 N N N 14.271 20.284 12.844 1.508 4.623 0.878 H6 U52 40 U52 H7 H7 H 0 1 N N N 11.694 18.132 15.495 0.588 0.899 -1.007 H7 U52 41 U52 H8 H8 H 0 1 N N N 16.429 20.874 18.732 5.948 -0.241 -1.459 H8 U52 42 U52 H9 H9 H 0 1 N N N 18.207 19.045 13.100 3.393 -3.353 -0.949 H9 U52 43 U52 H10 H10 H 0 1 N N N 16.758 18.152 13.671 3.906 -3.241 0.752 H10 U52 44 U52 H11 H11 H 0 1 N N N 6.385 10.940 15.559 -6.752 -3.432 -2.803 H11 U52 45 U52 H12 H12 H 0 1 N N N 5.407 11.911 14.408 -5.658 -4.837 -2.793 H12 U52 46 U52 H13 H13 H 0 1 N N N 6.692 10.817 13.793 -6.409 -4.282 -1.277 H13 U52 47 U52 H14 H14 H 0 1 N N N 7.876 12.694 15.556 -3.971 -3.314 -2.324 H14 U52 48 U52 H15 H15 H 0 1 N N N 10.213 16.341 14.609 -1.763 0.009 -0.970 H15 U52 49 U52 H16 H16 H 0 1 N N N 13.534 18.877 10.964 -0.832 4.887 1.559 H16 U52 50 U52 H17 H17 H 0 1 N N N 12.876 20.650 15.817 3.050 3.388 -0.708 H17 U52 51 U52 H18 H18 H 0 1 N N N 18.070 16.195 14.158 1.314 -4.503 -0.253 H18 U52 52 U52 H19 H19 H 0 1 N N N 20.513 16.118 13.789 1.004 -5.167 2.102 H19 U52 53 U52 H20 H20 H 0 1 N N N 20.506 17.862 13.358 2.516 -4.339 2.549 H20 U52 54 U52 H21 H21 H 0 1 N N N 19.662 16.654 16.036 0.030 -3.026 1.357 H21 U52 55 U52 H22 H22 H 0 1 N N N 19.978 19.577 15.274 2.684 -1.835 2.284 H22 U52 56 U52 H23 H23 H 0 1 N N N 19.323 18.892 16.800 1.274 -0.915 1.709 H23 U52 57 U52 H24 H24 H 0 1 N N N 18.930 15.632 11.903 3.833 -5.722 0.968 H24 U52 58 U52 H25 H25 H 0 1 N N N 17.350 16.481 11.821 2.355 -6.613 0.533 H25 U52 59 U52 H26 H26 H 0 1 N N N 18.866 17.368 11.450 3.341 -5.851 -0.737 H26 U52 60 U52 H27 H27 H 0 1 N N N 21.648 17.821 16.940 1.323 -2.830 4.116 H27 U52 61 U52 H28 H28 H 0 1 N N N 22.099 16.593 15.709 -0.094 -1.904 3.566 H28 U52 62 U52 H29 H29 H 0 1 N N N 22.097 18.337 15.279 -0.200 -3.672 3.742 H29 U52 63 # 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 U52 C8 N9 SING N N 1 U52 O7 C10 DOUB N N 2 U52 N9 C10 SING N N 3 U52 N9 C15 SING N N 4 U52 C10 C11 SING N N 5 U52 C14 C15 DOUB Y N 6 U52 C14 C13 SING Y N 7 U52 C33 C29 SING N N 8 U52 C15 C16 SING Y N 9 U52 C11 O6 SING N N 10 U52 C11 C12 DOUB N N 11 U52 O3 C4 DOUB N N 12 U52 O6 C5 SING N N 13 U52 C13 C18 DOUB Y N 14 U52 C16 C12 SING N N 15 U52 C16 C17 DOUB Y N 16 U52 C29 C28 SING N N 17 U52 C29 C30 SING N N 18 U52 C4 C5 SING N N 19 U52 C4 N2 SING N N 20 U52 C28 N20 SING N N 21 U52 C30 C31 SING N N 22 U52 C18 C17 SING Y N 23 U52 C18 N19 SING N N 24 U52 C1 N2 SING N N 25 U52 N20 C32 SING N N 26 U52 N20 C24 SING N N 27 U52 N23 C24 DOUB Y N 28 U52 N23 C22 SING Y N 29 U52 N19 C22 SING N N 30 U52 C31 C32 SING N N 31 U52 C31 C34 SING N N 32 U52 C24 N25 SING Y N 33 U52 C22 C27 DOUB Y N 34 U52 N25 C26 DOUB Y N 35 U52 C27 C26 SING Y N 36 U52 C27 CL1 SING N N 37 U52 C5 H1 SING N N 38 U52 C5 H2 SING N N 39 U52 C8 H3 SING N N 40 U52 C8 H4 SING N N 41 U52 C8 H5 SING N N 42 U52 C13 H6 SING N N 43 U52 C17 H7 SING N N 44 U52 C26 H8 SING N N 45 U52 C28 H9 SING N N 46 U52 C28 H10 SING N N 47 U52 C1 H11 SING N N 48 U52 C1 H12 SING N N 49 U52 C1 H13 SING N N 50 U52 N2 H14 SING N N 51 U52 C12 H15 SING N N 52 U52 C14 H16 SING N N 53 U52 N19 H17 SING N N 54 U52 C29 H18 SING N N 55 U52 C30 H19 SING N N 56 U52 C30 H20 SING N N 57 U52 C31 H21 SING N N 58 U52 C32 H22 SING N N 59 U52 C32 H23 SING N N 60 U52 C33 H24 SING N N 61 U52 C33 H25 SING N N 62 U52 C33 H26 SING N N 63 U52 C34 H27 SING N N 64 U52 C34 H28 SING N N 65 U52 C34 H29 SING N N 66 # 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 U52 InChI InChI 1.03 "InChI=1S/C24H29ClN6O3/c1-14-7-15(2)12-31(11-14)24-27-10-18(25)22(29-24)28-17-5-6-19-16(8-17)9-20(23(33)30(19)4)34-13-21(32)26-3/h5-6,8-10,14-15H,7,11-13H2,1-4H3,(H,26,32)(H,27,28,29)/t14-,15+" U52 InChIKey InChI 1.03 GXTJETQFYHZHNB-GASCZTMLSA-N U52 SMILES_CANONICAL CACTVS 3.385 "CNC(=O)COC1=Cc2cc(Nc3nc(ncc3Cl)N4C[C@@H](C)C[C@@H](C)C4)ccc2N(C)C1=O" U52 SMILES CACTVS 3.385 "CNC(=O)COC1=Cc2cc(Nc3nc(ncc3Cl)N4C[CH](C)C[CH](C)C4)ccc2N(C)C1=O" U52 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1C[C@@H](CN(C1)c2ncc(c(n2)Nc3ccc4c(c3)C=C(C(=O)N4C)OCC(=O)NC)Cl)C" U52 SMILES "OpenEye OEToolkits" 2.0.6 "CC1CC(CN(C1)c2ncc(c(n2)Nc3ccc4c(c3)C=C(C(=O)N4C)OCC(=O)NC)Cl)C" # 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 U52 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[6-[[5-chloranyl-2-[(3~{S},5~{R})-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]amino]-1-methyl-2-oxidanylidene-quinolin-3-yl]oxy-~{N}-methyl-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 U52 "Create component" 2017-01-18 EBI U52 "Initial release" 2017-10-04 RCSB #