data_4XU # _chem_comp.id 4XU _chem_comp.name "6-chloro-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]-5-methyl-2-[3-(quinolin-2-yl)propoxy]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 Cl N5 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-18 _chem_comp.pdbx_modified_date 2015-10-02 _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 453.988 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4XU _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 5C2H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 4XU C3 C1 C 0 1 Y N N 9.071 38.327 60.369 -2.753 -1.070 -0.066 C3 4XU 1 4XU C7 C2 C 0 1 N N N 10.528 39.740 59.073 -3.832 1.139 0.155 C7 4XU 2 4XU C9 C3 C 0 1 Y N N 8.321 42.912 58.588 -7.451 2.694 -0.195 C9 4XU 3 4XU C11 C4 C 0 1 Y N N 10.083 41.907 57.732 -5.977 1.901 1.272 C11 4XU 4 4XU C12 C5 C 0 1 N N N 11.172 41.803 56.737 -5.511 1.533 2.657 C12 4XU 5 4XU C13 C6 C 0 1 N N N 7.245 43.896 58.815 -8.752 3.294 -0.664 C13 4XU 6 4XU C15 C7 C 0 1 N N N 4.757 36.677 56.845 3.158 -0.527 0.181 C15 4XU 7 4XU C18 C8 C 0 1 Y N N 3.398 34.803 54.140 6.562 -0.832 1.257 C18 4XU 8 4XU C20 C9 C 0 1 Y N N 1.121 35.296 53.741 7.853 1.023 0.514 C20 4XU 9 4XU C21 C10 C 0 1 Y N N 1.023 35.791 55.034 6.878 1.255 -0.488 C21 4XU 10 4XU C C11 C 0 1 Y N N 7.470 37.091 61.522 -1.635 -3.170 -0.267 C 4XU 11 4XU N N1 N 0 1 Y N N 6.685 36.894 60.458 -0.483 -2.522 -0.157 N 4XU 12 4XU O O1 O 0 1 N N N 6.583 37.357 58.130 0.743 -0.582 0.099 O 4XU 13 4XU S S1 S 0 1 Y N N 8.446 41.554 59.620 -6.144 2.273 -1.213 S 4XU 14 4XU CL CL1 CL 0 0 N N N 6.876 36.422 62.970 -1.657 -4.894 -0.461 CL 4XU 15 4XU C1 C12 C 0 1 Y N N 7.205 37.449 59.362 -0.453 -1.207 -0.009 C1 4XU 16 4XU N2 N2 N 0 1 Y N N 8.340 38.137 59.267 -1.562 -0.488 0.037 N2 4XU 17 4XU C4 C13 C 0 1 Y N N 8.653 37.792 61.560 -2.818 -2.455 -0.223 C4 4XU 18 4XU N5 N3 N 0 1 N N N 10.272 39.083 60.344 -3.913 -0.314 -0.011 N5 4XU 19 4XU C6 C14 C 0 1 N N N 9.419 37.958 62.827 -4.147 -3.156 -0.343 C6 4XU 20 4XU C8 C15 C 0 1 Y N N 9.817 41.008 58.743 -5.223 1.720 0.183 C8 4XU 21 4XU N10 N4 N 0 1 Y N N 9.236 42.978 57.648 -7.161 2.429 1.034 N10 4XU 22 4XU C14 C16 C 0 1 N N N 5.435 36.523 58.195 1.912 -1.403 0.043 C14 4XU 23 4XU C16 C17 C 0 1 N N N 4.423 35.299 56.317 4.409 -1.406 0.122 C16 4XU 24 4XU C17 C18 C 0 1 Y N N 3.233 35.318 55.411 5.637 -0.543 0.257 C17 4XU 25 4XU C19 C19 C 0 1 Y N N 2.321 34.796 53.285 7.678 -0.057 1.399 C19 4XU 26 4XU N22 N5 N 0 1 Y N N 2.071 35.812 55.872 5.805 0.461 -0.569 N22 4XU 27 4XU C23 C20 C 0 1 Y N N 0.041 35.270 52.895 8.977 1.860 0.595 C23 4XU 28 4XU C24 C21 C 0 1 Y N N -1.168 35.776 53.328 9.117 2.886 -0.289 C24 4XU 29 4XU C25 C22 C 0 1 Y N N -1.278 36.311 54.590 8.159 3.117 -1.274 C25 4XU 30 4XU C26 C23 C 0 1 Y N N -0.192 36.301 55.435 7.050 2.334 -1.373 C26 4XU 31 4XU H1 H1 H 0 1 N N N 10.275 39.017 58.283 -3.323 1.370 1.090 H1 4XU 32 4XU H2 H2 H 0 1 N N N 11.605 39.959 59.038 -3.276 1.570 -0.678 H2 4XU 33 4XU H3 H3 H 0 1 N N N 11.121 42.658 56.047 -5.003 2.385 3.108 H3 4XU 34 4XU H4 H4 H 0 1 N N N 12.143 41.807 57.254 -6.371 1.258 3.268 H4 4XU 35 4XU H5 H5 H 0 1 N N N 11.062 40.867 56.170 -4.823 0.690 2.596 H5 4XU 36 4XU H6 H6 H 0 1 N N N 7.323 44.703 58.072 -9.458 2.496 -0.892 H6 4XU 37 4XU H7 H7 H 0 1 N N N 6.268 43.400 58.717 -9.162 3.929 0.120 H7 4XU 38 4XU H8 H8 H 0 1 N N N 7.342 44.318 59.826 -8.575 3.890 -1.559 H8 4XU 39 4XU H9 H9 H 0 1 N N N 5.435 37.188 56.145 3.184 0.198 -0.632 H9 4XU 40 4XU H10 H10 H 0 1 N N N 3.834 37.265 56.958 3.129 -0.001 1.136 H10 4XU 41 4XU H11 H11 H 0 1 N N N 4.354 34.413 53.824 6.395 -1.666 1.923 H11 4XU 42 4XU H12 H12 H 0 1 N N N 11.036 38.468 60.540 -4.778 -0.747 -0.083 H12 4XU 43 4XU H13 H13 H 0 1 N N N 9.082 38.869 63.343 -4.436 -3.210 -1.393 H13 4XU 44 4XU H14 H14 H 0 1 N N N 9.249 37.086 63.475 -4.064 -4.164 0.063 H14 4XU 45 4XU H15 H15 H 0 1 N N N 10.492 38.041 62.599 -4.902 -2.601 0.213 H15 4XU 46 4XU H16 H16 H 0 1 N N N 4.765 36.851 59.003 1.941 -1.929 -0.911 H16 4XU 47 4XU H17 H17 H 0 1 N N N 5.727 35.476 58.363 1.885 -2.128 0.857 H17 4XU 48 4XU H18 H18 H 0 1 N N N 4.211 34.635 57.168 4.383 -2.131 0.935 H18 4XU 49 4XU H19 H19 H 0 1 N N N 5.289 34.914 55.758 4.438 -1.932 -0.833 H19 4XU 50 4XU H20 H20 H 0 1 N N N 2.414 34.408 52.281 8.406 -0.267 2.169 H20 4XU 51 4XU H21 H21 H 0 1 N N N 0.136 34.858 51.901 9.726 1.692 1.355 H21 4XU 52 4XU H22 H22 H 0 1 N N N -2.028 35.752 52.675 9.982 3.530 -0.226 H22 4XU 53 4XU H23 H23 H 0 1 N N N -2.214 36.738 54.917 8.293 3.938 -1.963 H23 4XU 54 4XU H24 H24 H 0 1 N N N -0.294 36.701 56.433 6.318 2.526 -2.143 H24 4XU 55 # 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 4XU C23 C24 DOUB Y N 1 4XU C23 C20 SING Y N 2 4XU C19 C20 DOUB Y N 3 4XU C19 C18 SING Y N 4 4XU C24 C25 SING Y N 5 4XU C20 C21 SING Y N 6 4XU C18 C17 DOUB Y N 7 4XU C25 C26 DOUB Y N 8 4XU C21 C26 SING Y N 9 4XU C21 N22 DOUB Y N 10 4XU C17 N22 SING Y N 11 4XU C17 C16 SING N N 12 4XU C16 C15 SING N N 13 4XU C12 C11 SING N N 14 4XU C15 C14 SING N N 15 4XU N10 C11 SING Y N 16 4XU N10 C9 DOUB Y N 17 4XU C11 C8 DOUB Y N 18 4XU O C14 SING N N 19 4XU O C1 SING N N 20 4XU C9 C13 SING N N 21 4XU C9 S SING Y N 22 4XU C8 C7 SING N N 23 4XU C8 S SING Y N 24 4XU C7 N5 SING N N 25 4XU N2 C1 DOUB Y N 26 4XU N2 C3 SING Y N 27 4XU C1 N SING Y N 28 4XU N5 C3 SING N N 29 4XU C3 C4 DOUB Y N 30 4XU N C DOUB Y N 31 4XU C C4 SING Y N 32 4XU C CL SING N N 33 4XU C4 C6 SING N N 34 4XU C7 H1 SING N N 35 4XU C7 H2 SING N N 36 4XU C12 H3 SING N N 37 4XU C12 H4 SING N N 38 4XU C12 H5 SING N N 39 4XU C13 H6 SING N N 40 4XU C13 H7 SING N N 41 4XU C13 H8 SING N N 42 4XU C15 H9 SING N N 43 4XU C15 H10 SING N N 44 4XU C18 H11 SING N N 45 4XU N5 H12 SING N N 46 4XU C6 H13 SING N N 47 4XU C6 H14 SING N N 48 4XU C6 H15 SING N N 49 4XU C14 H16 SING N N 50 4XU C14 H17 SING N N 51 4XU C16 H18 SING N N 52 4XU C16 H19 SING N N 53 4XU C19 H20 SING N N 54 4XU C23 H21 SING N N 55 4XU C24 H22 SING N N 56 4XU C25 H23 SING N N 57 4XU C26 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 4XU SMILES ACDLabs 12.01 "c3(c(c(Cl)nc(OCCCc2ccc1c(cccc1)n2)n3)C)NCc4c(C)nc(C)s4" 4XU InChI InChI 1.03 "InChI=1S/C23H24ClN5OS/c1-14-21(24)28-23(29-22(14)25-13-20-15(2)26-16(3)31-20)30-12-6-8-18-11-10-17-7-4-5-9-19(17)27-18/h4-5,7,9-11H,6,8,12-13H2,1-3H3,(H,25,28,29)" 4XU InChIKey InChI 1.03 DWLPNEAIQATTGD-UHFFFAOYSA-N 4XU SMILES_CANONICAL CACTVS 3.385 "Cc1sc(CNc2nc(OCCCc3ccc4ccccc4n3)nc(Cl)c2C)c(C)n1" 4XU SMILES CACTVS 3.385 "Cc1sc(CNc2nc(OCCCc3ccc4ccccc4n3)nc(Cl)c2C)c(C)n1" 4XU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(nc(nc1Cl)OCCCc2ccc3ccccc3n2)NCc4c(nc(s4)C)C" 4XU SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(nc(nc1Cl)OCCCc2ccc3ccccc3n2)NCc4c(nc(s4)C)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 4XU "SYSTEMATIC NAME" ACDLabs 12.01 "6-chloro-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]-5-methyl-2-[3-(quinolin-2-yl)propoxy]pyrimidin-4-amine" 4XU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-chloranyl-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]-5-methyl-2-(3-quinolin-2-ylpropoxy)pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4XU "Create component" 2015-06-18 RCSB 4XU "Initial release" 2015-10-07 RCSB #